The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a technically strong, hands-on Senior Database Reliability Engineer to help design, build, and scale the database platform used across Sezzle’s applications.

This is not a traditional DBA role. This role is for an engineer who can combine deep database knowledge with software engineering, infrastructure engineering, and platform thinking. You will help build the systems, libraries, automation, standards, and guardrails that make database usage across Sezzle reliable, secure, scalable, and easy for developers to adopt correctly.

As a Senior Database Reliability Engineer, you will be responsible for improving how Sezzle applications connect to, migrate, operate, observe, and scale their databases. You will work across application teams, infrastructure, security, and engineering leadership to define patterns that improve database reliability by design — not just by operational response.

You should be comfortable owning problems end-to-end: understanding application behavior, reading code, reviewing database access patterns, building shared tooling, improving connection management, designing migration safety checks, analyzing production performance, and helping developers use databases in safer and more scalable ways.

You should consider yourself a DOer to be a good fit for this role. We are looking for someone who can ship production-quality engineering work, not just advise from the sidelines. With AI tooling and automation, you should be a force multiplier for database reliability, developer productivity, and operational excellence across Sezzle.

Compensation:

For this senior development role, with 6+ years of experience, the compensation range is  $5,000 - $9,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

What You'll Do:

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

What We look for: 

• 6+ years of professional software engineering, infrastructure engineering, database engineering, SRE, or platform engineering experience.
• Strong software engineering ability in at least one production programming language such as Go, Python, or TypeScript.
• Proven ability to build production-quality internal tools, libraries, frameworks, services, or platform components used by other engineers.
• Deep hands-on experience with relational databases, especially MySQL and/or PostgreSQL, in high-availability production environments.
• Strong understanding of how application code interacts with databases, including connection pooling, transactions, isolation levels, retries, timeouts, deadlocks, locking, migrations, and query execution.
• Experience designing or improving shared database access patterns, internal database packages, ORM wrappers, migration frameworks, or developer-facing database tooling.
• Hands-on experience with AWS RDS/Aurora, including provisioning, upgrades, replicas, backups, failover, monitoring, parameter tuning, and production troubleshooting.
• Experience with database connection management technologies such as RDS Proxy, PgBouncer, ProxySQL, or application-level pooling.
• Strong ability to analyze database performance using query plans, indexes, slow query logs, wait events, locks, metrics, and application traces.
• Experience designing safe database migration processes for production systems.
• Strong understanding of observability for database-backed applications, including metrics, logs, traces, SLOs, alerting, and incident response.
• Experience with infrastructure-as-code and CI/CD systems such as Terraform, GitLab CI/CD, Kubernetes, Helm, or similar tooling.
• Ability to influence engineering teams through clear design reviews, documentation, technical standards, and practical implementation.
• Ability to operate independently, identify high-impact problems, propose pragmatic solutions, and drive them to completion.
• Bachelor’s degree in Computer Science.

Preferred Knowledge and Skills:

• Experience building platform capabilities for a microservices environment.
• Experience with Golang application development and database access patterns.
• Experience creating database libraries, SDKs, service templates, migration frameworks, or paved-road developer tooling.
• Experience improving database reliability across many services or teams, not just one application.
• Experience with fintech, payments, banking, e-commerce, or other high-volume transactional systems.
• Experience with compliance-sensitive environments such as PCI DSS, SOC 2, or SOX.
• Experience with database access governance, audit logging, secrets management, encryption, IAM authentication, and least-privilege access models.
• Experience with large-scale operational automation for provisioning, patching, failover testing, backup validation, access management, or schema review.
• Experience with distributed systems patterns such as transactional outbox, event-driven architecture, idempotency, queues, eventual consistency, and data consistency tradeoffs.
• Experience with observability tools such as Prometheus, Grafana, Datadog, CloudWatch, Performance Insights, OpenTelemetry, or New Relic.
• Familiarity with Elasticsearch or other supporting data stores.
• Familiarity with AI developer tooling such as Claude Code, Gemini CLI, Codex, Cursor, and using it to be a more productive engineer.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 USD per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $6,000 - $12,500 per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 per month. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience.

Interview Process

We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.

• Application submitted (you are here)
• Wonderlic test (30-40 min)
• Interview with recruiters (30 min)
• Coding assessment (~1.5 hours)
• Interview with engineers (1 hour)
• Interview with engineering leadership (30-45 min)
• Offer!

About the Role: 

We are seeking a talented and motivated best-in-class Principal Software Engineer. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.

In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.

This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.

What You'll Do:

• Architect, design, and build scalable backend services and APIs primarily in Golang, leveraging AWS, RDS (MySQL/Postgres), and modern distributed patterns.
• Lead Sezzle’s AI enablement efforts, identifying opportunities to apply AI and automation to enhance developer productivity, internal tooling, and customer experiences.
• Partner with teams across the organization to integrate modern AI capabilities - Primarily around tools like Claude Code, Codex, Cursor and enhancing team productivity.
• Drive consistency and scalability across a distributed microservices architecture while maintaining performance and reliability.
• Establish and evolve engineering best practices for observability, security, and CI/CD across teams.
• Mentor engineers and champion a culture of learning, innovation, and operational excellence.
• Collaborate cross-functionally to translate business goals into technical roadmaps and deliver results that matter.

What We Look For:

• 12+ years of professional software engineering experience, including significant backend experience.
• Deployed significant changes to a production application in the past 30 days.
• Strong proficiency in Golang, with experience building and maintaining RESTful APIs.
• Experience with React JS. 
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

• Proficiency in observability tools (Prometheus, Grafana, Datadog, New Relic).
• Experience with AWS cloud infrastructure, mainly AWS Aurora RDS, both MySQL and Postgres.
• Experience in fintech, payments, BNPL, or consumer lending - familiarity with financial compliance, credit decisioning, or transaction processing systems.
• Experience with CI/CD pipelines and containerized microservices (Docker, Kubernetes).
• Working knowledge of TypeScript, React, or React Native.
• Familiarity with AI/ML tooling (e.g., OpenAI API, LangChain, Hugging Face, or custom LLM integrations).
• Track record of shipping commercial APIs and data-driven applications in high-growth environments.
• Proven leadership in guiding technical direction, improving system reliability, and scaling engineering organizations.

About You: 

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role:

We are looking for a motivated Security Infrastructure Engineer Intern to join our team and gain hands-on experience securing cloud infrastructure, applications, and developer workflows.

In this role, you will work on real-world security problems across AWS and Kubernetes environments, with exposure to vulnerability management, detection systems, and infrastructure security controls. You will collaborate closely with senior engineers to investigate issues, improve security visibility, and help build foundational security capabilities.

This is a balanced role that combines hands-on work - such as analyzing findings and reviewing logs - with learning and exploratory work, including understanding how security systems are designed and improved over time.

What You'll Do:

• Assist with vulnerability management activities, including reviewing scan results and helping validate findings
• Support triage of security findings from internal tools and external sources
• Help analyze logs and alerts from SIEM systems to identify potential security issues
• Participate in basic security incident investigations and documentation
• Assist in implementing and improving security controls across AWS and Kubernetes infrastructure
• Support efforts to improve detection capabilities and monitoring coverage
• Learn and contribute to securing CI/CD pipelines and infrastructure workflows
• Work with engineering teams to understand and help address security issues

What We Look For:

• Currently pursuing or recently completed a degree in Cybersecurity, or a related field
• Basic understanding of computer systems, networking, and security fundamentals
• Familiarity with Linux and command-line tools
• Interest in cloud platforms (AWS preferred) and infrastructure systems
• Basic knowledge of common security concepts (e.g., vulnerabilities, authentication, OWASP Top 10)
• Exposure to programming or scripting (Python, Go, or Bash)
• Strong problem-solving skills and attention to detail
• Eagerness to learn and take ownership of tasks

Preferred Knowledge and Skills:

• Familiarity with containers (Docker) and basic Kubernetes concepts
• Exposure to logging, monitoring, or SIEM tools
• Basic understanding of CI/CD pipelines
• Interest in areas like cloud security, infrastructure security, or detection engineering

About You:

• You are curious and eager to learn new technologies and systems.
• You take initiative and are excited to solve problems, even if you don’t have all the answers yet.
• You are detail-oriented and care about building reliable systems.
• You collaborate well with others and are open to feedback.
• You are adaptable and comfortable working in a fast-paced environment.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

Compensation: The salary for the Security Infrastructure Engineer Intern is 700 USD monthly gross. 

#Li-remote #Full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

The salary range for this role is $5,000 - $9,500 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.

As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.

This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.

What You’ll Do: 

• Lead and operate vulnerability management across infrastructure, platforms, and applications - including internal scans, dependency analysis, and external findings, validating true positives and driving remediation with engineering teams
• Build, operate, and mature SIEM/XDR capabilities, including log ingestion, detection rule development, alert tuning, and investigation workflows
• Investigate and respond to security incidents across cloud infrastructure and applications, performing root cause analysis and driving long-term fixes
• Design and implement detection strategies for suspicious activity, including data exfiltration patterns using application and database telemetry
• Lead and contribute to threat modeling exercises and security design reviews to identify risks early and strengthen architecture
• Apply deep expertise in AWS and Kubernetes to design, secure, and improve resilient and secure cloud infrastructure at scale
• Drive infrastructure and CI/CD hardening initiatives, with a focus on reducing software and container supply chain risk
• Lead efforts to implement and improve dependency and container supply chain risk detection systems and controls
• Partner closely with engineering teams to remediate vulnerabilities and improve secure development and deployment practices
• Support and implement security controls aligned with PCI DSS, SOC 2, and other compliance requirements
• Develop and implement automation (including AI where appropriate) to improve efficiency in security operations, detection, and response
• Triage and validate external security findings, distinguishing true positives and coordinating remediation

What We Look For: 

• 6+ years of experience in security, software, or infrastructure engineering, with hands-on experience securing cloud-based production systems and working with real-world security challenges
• Experience contributing to threat modeling and security design reviews for modern systems
• Strong hands-on experience in vulnerability management, including scanning, triage, validation, remediation coordination, and verification
• Experience working with SIEM platforms (e.g., Wazuh, Splunk, ELK) for detection engineering, monitoring, and incident response
• Practical experience triaging findings from vulnerability scanners and bug bounty programs
• Strong knowledge of AWS, Linux, and Kubernetes infrastructure, including security architecture, hardening, and operational best practices
• Experience improving infrastructure security, including CI/CD hardening and mitigating software supply chain risks
• Experience with container and dependency security tools (e.g., Snyk, Trivy, Grype, etc.)
• Ability to investigate issues directly using logs, cloud tooling, and system-level data
• Knowledge of common security vulnerabilities and mitigation strategies (OWASP, SANS, etc.)
• Working knowledge of compliance frameworks such as PCI DSS and SOC 2

Preferred Knowledge and Skills:

• Experience designing and tuning detection rules, reducing alert noise, and improving investigation workflows
• Strong understanding of cloud-native security controls, including IAM, network segmentation, and container security
• Familiarity with log-based detection, telemetry pipelines, and security analytics use cases
• Experience designing secure CI/CD workflows that reduce exposure to vulnerable dependencies and untrusted artifacts
• Ability to assess application and infrastructure risk and translate findings into actionable improvements
• Experience aligning technical security work with regulatory and compliance expectations
• Experience using automation and AI to reduce manual effort and improve consistency at scale

About You: 

• You think proactively about security and work to address risk early through clear design feedback and practical engineering solutions
• You bring strong cloud and infrastructure judgment, especially in AWS and Kubernetes environments
• You raise the bar on hardening and operational discipline, especially in CI/CD and supply chain security practices
• You approach security monitoring with an investigator’s mindset and can turn telemetry into meaningful detection and response outcomes
• You are excited to use automation and emerging technologies (including AI) to automate repetitive security work and improve team effectiveness
• You balance strong security standards with business needs and can support privacy and compliance requirements in a practical, scalable way
• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.

#Li-remote #full-time

 The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

 The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

 The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

 The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

 The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up with a focus on Marketing.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).
• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up with a focus on Marketing.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).
• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up with a focus on Marketing.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).
• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.
• Familiarity with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.
• Familiarity with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.
• Familiarity with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.
• Familiarity with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer I who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer I on the Applied AI team, you will contribute to the development of platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered features, developing intelligent automation and agentic systems, and embedding AI solutions into customer-facing products, internal tools, and operational workflows.

You will work closely with senior engineers and cross-functional teams to identify opportunities where AI can drive meaningful impact—whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers early in their AI careers who want hands-on exposure to production-grade AI systems, with opportunities to grow into greater ownership and technical leadership over time.

What You'll Do:

• Contribute to the design and development of AI-powered platforms and systems, working alongside senior engineers on complex initiatives.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Build AI-driven features, intelligent automation, and agentic systems that enhance customer experiences and improve team productivity.
• Embed AI capabilities into existing team workflows, products, and processes, ensuring solutions integrate naturally
• Integrate AI capabilities into customer-facing products, internal tools, and operational workflows.
• Build full-stack components spanning backend services, APIs, data layers, and frontend interfaces.
• Translate business and operational problems into maintainable, AI-enabled technical solutions with guidance from senior team members.
• Apply systems thinking to ensure reliability, performance, and security across platforms.
• Collaborate with engineers, teams, and stakeholders across the company to understand requirements and deliver impactful solutions.
• Participate in production support and incident response for team-owned systems, learning operational best practices.
• Engage in code reviews and knowledge sharing to continuously improve skills and contribute to team growth.
• Familiarity with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

What We'll Look For:

• 1–3 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Exposure to building AI-powered platforms or products, including contributing to architectural decisions.
• Foundational knowledge of core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, and model evaluation.
• Familiarity with transformer architectures (BERT, GPT, etc.) and basic understanding of attention mechanisms, tokenization, and fine-tuning concepts.
• Exposure to embeddings and vector representations, including text embeddings and similarity search concepts; interest in vector databases (Pinecone, Weaviate, pgvector, or similar).
• Familiarity with NLP techniques such as text classification, named entity recognition, or semantic search.
• Familiarity with real-world agentic frameworks workflow engines (e.g., in-house automation platforms, langchain/graph, n8n, Make, or similar), with a solid understanding of how they work under the hood.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with cloud-native development using AWS.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up with a focus on Marketing.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).
• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time

The salary range for this role is $3,333 - $6,000 per month (Gross in USD)

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role: 

We are seeking a talented and motivated AI Engineer II who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As an AI Engineer II on the Applied AI team, you will take on end-to-end ownership of complex platforms and systems that power Sezzle's AI-driven capabilities. Your work will span initiatives such as building AI-powered platforms from scratch, developing intelligent automation and orchestration systems, and embedding proprietary AI solutions directly into customer-facing products, internal tools, and operational workflows.

You will operate in highly ambiguous problem spaces, working closely with product, engineering, and operations teams to identify opportunities where AI can drive meaningful impact — whether that's enhancing the customer experience, improving decision-making, or automating complex workflows. This role is ideal for engineers ready to move beyond scoped execution and into leading solutions: shaping architecture, driving implementation, and ensuring that what is built is reliable, scalable, and genuinely useful for both external users and internal teams.

What You'll Do:

• Lead the design, development, and ownership of AI-powered internal platforms and systems, including initiatives built from the ground up with a focus on Marketing.
• Own end-to-end delivery of complex projects, from problem discovery and system design through production rollout and iteration.
• Design and implement AI-driven features, intelligent automation, and orchestration systems that enhance customer experiences and compound productivity across teams.
• Embed AI capabilities into customer-facing products, internal tools, and operational workflows, ensuring solutions integrate naturally and deliver measurable value.
• Build full-stack systems spanning backend services, APIs, data layers, and frontend interfaces.
• Translate ambiguous business and operational problems into scalable, maintainable, AI-enabled technical solutions.
• Apply strong systems thinking to ensure reliability, performance, security, permissions, and auditability across platforms.
• Collaborate closely with engineers, teams, and stakeholders across the company to identify high-impact opportunities and drive adoption.
• Participate in production support and incident response for owned systems, helping define and uphold reliability and operational best practices.
• Mentor AI team members through code reviews, design feedback, and hands-on guidance, raising the overall quality bar of the team.

What We Look for:

• 3–5 years of professional experience in software engineering, AI engineering, platform engineering, or related roles.
• Hands-on experience designing, building, and shipping AI-powered systems into production environments.
• Strong proficiency in Python, SQL, and frontend frameworks such as React.
• Proven experience designing and owning production-grade full-stack systems.
• Experience working with distributed systems, internal platforms, or complex data workflows.
• Ability to operate effectively in ambiguous problem spaces and drive solutions with minimal direction.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.
• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.
• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.
• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.
• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).
• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.
• Familiarity with cloud-native development using AWS.
• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.
• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.
• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).
• Experience with Golang is a plus (or willingness to learn).
• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

#Li-remote #full-time