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

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

Title: IT Operations Analyst

Location: Bogota, hybrid

Hiring Manager: Dave Bergen

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: 

As a Sezzle IT Operations Analyst, you will be an integral part of the IT Operations team as we continue to grow our presence in Colombia. As Colombia's IT Operations point of contact, you will be accountable for local device inventory management, Google Workspace administration, MDM implementation, and ongoing maintenance. Most importantly, you will provide our end users the highest level of IT Support.

Compensation

The compensation range for the role is $1,500 - $2,000 USD GROSS per month as a contractor. Specific compensation offered to a candidate may be dependent on factors such as education, experience, qualifications, and alignment with market data. Exceptional candidates may receive salaries outside of the posted ranges.

What You'll Do:

• Be the one of the main points of contact for device inventory procurement, deployment, physical security, and management for employees in Colombia, including macOS and Windows OS-based devices.
• Respond promptly to incoming ITSD tickets in Jira, working on the issue from inception to completion.
• Contribute to working down assigned items in our existing Jira backlog of initiative-based elements as we work to continue to be a more proactive IT Operations team.
• Maintain a high level of technical change awareness regarding our large application stack and be well-versed in IT Security. You should possess the ability and confidence to convey this information accurately to the larger engineering team and, in some cases, the organization as a whole.
• Obtain and provision hardware and software requests as assigned. This position requires on-call responsibilities and occasional after-hours work.
• Conduct IT Operations onboarding training for organization new hires, as well as processing IT-focused employee termination responsibilities
• Contribute to existing and future IT audit work on access control history and quarterly software vendor audits.

What We Look For:

• Applicants must be fluent in English.
• Due to the nature of this role, candidates must be based in Bogota, Colombia, and able to work both remotely and in-office when required.
• Experience: 2 -6 years
• Has a team-oriented mindset, sharing the workload but also being willing to step up when resources are minimized. Our ideal candidate is an excellent communicator who shows patience and a willingness to learn. 
• Systems and skills knowledge should include a high aptitude in cloud-based productivity suite administration, macOS device management and configuration using enterprise tools, IT service management platforms with experience in ticket automation and workflow design, enterprise Windows device management using third-party solutions, productivity software suite administration, and management of enterprise endpoint security platforms.

Preferred Knowledge and Skills:

• Possess the ability to be a self-starter:  
  • Identify a problem.
  • Assess the situation and any variables
  • Work quickly and accurately to resolve the problem
  • Identify areas where processes can be improved to reduce the reoccurrence of existing problems
  • Take the initiative and work autonomously to implement the improvement.
• Ability to react to a rapidly changing organization with a true start-up mentality.
• Experience and comfort working on an agile team – an ideal candidate should be familiar with agile concepts, including Jira ticketing classification, pointing, and meeting workflows.
• Possess a high level of organization with the ability to document workflows accurately and in a manner that can be replicated. Change management is critical to the success of our IT Operations team for both auditing purposes and process improvement. Our ideal candidate would have experience and comfort in bringing these skills to Sezzle.
• Experience working with PCI-DSS, SOC 2 Type 2,  and CIS controls; specifically in implementation, documentation, administration, and continued adherence to these controls.

About You: 

• A+ character. We are team-first here at Sezzle. 
• A hard-working mentality. It’s early and there is still a lot to build. 
• An excellent communicator. 
• Ownership. You aren’t afraid to take on new responsibilities and you act like an owner in everything you do.
• A fun attitude. Life’s too short. We can have fun while we work hard on cool things. 
• Smarts. We need people that are smart enough to make decisions on their own and also smart enough to know when they need input from others. 

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. 

Equal Employment Opportunity: Sezzle Inc. is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, national origin, age, disability, genetic information, pregnancy, or any other legally protected status. Sezzle recognizes and values the importance of diversity and inclusion in enriching the employment experience of its employees and in supporting our mission.

#LI-Onsite #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 $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 $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

Technical Account Manager (TAM) – Colombia

Alarm.com, a rapidly growing, entrepreneurial technology company, seeks a Technical Account Manager (TAM) to join our talented international team working from Bogota. The two main areas of focus of a TAM are:

• Driving the Technical Onboarding process to ensure new partners have all the training and tools they need to succeed.
• Managing a subset of Alarm.com’s key international partners to ensure they efficiently utilize the full suite of Alarm.com services and tools. This includes everything from backend integrations to customer support tools to end-user features.

We’re searching for high-powered talent with a passion for technology, a consultative and entrepreneurial spirit, and a desire to drive and manage relationships internally across departments and externally with our partners. 

RESPONSIBILITIES

The primary responsibilities for this role include:

• Provide valuable ongoing product support and training to partners via webinars and on-site.
• Champion and advocate for partner requirements by gathering feedback from the field on how we can improve our product and processes.
• Represent Alarm.com at various trade shows and events.
• Demonstrate in-depth and current understanding of all existing and new Alarm.com product release features to respond to partner inquiries properly.
• Creating training materials like presentations, technical guides, and videos to facilitate the ongoing training process for partners.
• Conducting local and remote tests for new features in close cooperation with Product Managers and Quality Engineers.
• Drive the adoption of key tools that have an impact on the business operation of partners.
• Other duties as assigned.

REQUIREMENTS

• BA or BS, Engineering, Math, or sciences preferred
• The ability to communicate in English with vendors and internal teams, both in writing and verbally, in a clear, professional manner.
• Other languages are a plus.
• A self-starter who can operate independently.
• Proficiency and up-to-date knowledge of consumer, cloud, and IoT technology.
• Strong people skills; natural customer service orientation and disposition. Candidate must enjoy working with clients and supporting internal customers in the organization.
• Excellent problem-solving skills.
• The ability and commitment to meet deadlines, even during high-volume periods.
• Flexible and positive attitude that fosters team spirit.
• Availability to travel up to 65% within the LATAM region.
• Experience with the following is a plus: Intrusion detection systems, access control, home automation, or video over IP.
• Must work from the Bogota office (Parque de la 93) at least 3 days per week when not traveling.

WHY WORK FOR ALARM.COM?

• Collaborate with outstanding people: We hire only the best. Our standards are high and our employees enjoy working alongside other high achievers.
• Make an immediate impact: New employees can expect to be given real responsibility for bringing new technologies to the marketplace. You are empowered to perform as soon as you join the Alarm.com team!
• Gain well rounded experience: Alarm.com offers a diverse and dynamic environment where you will get the chance to work directly with executives and develop expertise across multiple areas of the business.
• Community and Camaraderie: One of our core values is to 'Keep It Fun,' which to us means fostering a strong sense of community. Our culture is built on collaboration and connection, where we celebrate our successes and believe that a positive, engaging environment is key to doing our best work.

COMPANY INFO

Alarm.com is the leading platform for intelligently connected properties. Millions of homeowners and businesses rely on Alarm.com's technology to secure, monitor, and manage their environments from anywhere. Our comprehensive suite of solutions—including security, video surveillance, access control, active shooter detection, intelligent automation, energy management, and wellness—is delivered exclusively through a trusted network of thousands of professional service providers and commercial integrators across North America and worldwide. Alarm.com's common stock is traded on Nasdaq under the ticker symbol ALRM. Alarm.com delivers serious security for serious people.

For more information, please visit www.alarm.com.

Alarm.com is an Equal Opportunity Employer

In connection with your application, we collect information that identifies, reasonably relates to or describes you ("Personal Information"). The categories of Personal Information that we may collect include your name, government-issued identification number(s), email address, mailing address, other contact information, emergency contact information, employment history, educational history, criminal record, and demographic information. We collect and use those categories of Personal Information about you for human resources and other business management purposes, including identifying and evaluating you as a candidate for potential or future employment or future positions, recordkeeping in relation to recruiting and hiring, conducting criminal background checks as permitted by law, conducting analytics, and ensuring compliance with applicable legal requirements and Company policies. By submitting your application, you acknowledge that we may retain some of the personal data that you provide in your application for our internal operations such as managing our recruitment system and ensuring that we comply with labor laws and regulations even after we have made our employment decision.

Job Description: Senior Software Engineer (Consultant)

MUST BE LOCAL TO BOGOTA, COLOMBIA

About the Role

We are looking for a Senior Software Engineer/Full-Stack Engineer to play a key role in the design, development, and maintenance of our web applications. This role requires expertise in React, Next.js, .NET/C#, Azure, SQL Server, Sitefinity, and Elasticsearch, ensuring the delivery of high-quality, scalable solutions. You will collaborate with cross-functional teams, translate business requirements into technical specifications, and oversee all phases of integration, deployment, and testing. This is a one-year, full-time consulting engagement with the possibility of extension.

Essential Functions and Responsibilities:

• Lead the design and development of our web application using these technologies: React, Next.js, Azure, SQL Server, .NET/C#, Sitefinity, and Elasticsearch.
• Actively participate in coding tasks and ensure high-quality code.
• Ensure timely delivery and take ownership of associated deliverables.
• Translate business requirements into detailed design and application specifications.
• Troubleshoot and resolve technical issues with related tools/solutions.
• Oversee all phases of integration deployment and testing.
• Manage multiple projects simultaneously, ensuring deadlines are met.

Required Experience, Skills, and Education:

• English language proficiency of C1 or higher.
• Strong foundation in JavaScript and React.
• 5+ years of software development experience.
• Proven leadership and mentoring skills.
• Self-motivation and positive work ethic.
• Extensive experience in the full lifecycle of applications.
• Experience working in a small team collaborative environment.
• Excellent communication, problem-solving, and teamwork skills.
• Proficiency in C#.

Nice to Have:

• Studies in Information Systems / Computer Science.
• Experience with Next.js, Node.js, Redux, React Hooks.
• Experience with .NET Core, and MVC.
• Experience with Azure.
• Knowledge of Elasticsearch, MongoDB, SQL Server.
• Familiarity with JSON, OData, API, and Web Services.
• Salesforce development experience.

Details

• Location: Remote — Bogotá, Colombia
• Hours: Up to 40/week
• Duration: 12 months (extension based on impact)
• Type: Consulting engagement

About IANS Research:

IANS Research is an information security advisory and consulting firm, serving Fortune-class information security teams and professionals with in-depth insights and decision support regarding their most pressing technical and strategic challenges. IANS provides access to information security experts who address and solve our clients' challenges as they arise. We help security teams achieve technical excellence and improve engagement with the organization to drive security's impact deeper into the company.

Robots & Pencils is seeking an experienced, outcome-oriented IT Manager to lead and evolve our internal technology environment across a distributed, international team. 

You will own the lifecycle, performance, and reliability of internal systems supporting team members across four countries, with offices in Cleveland, Calgary, Lviv (Ukraine), and Bogota 

You will implement scalable systems, standardize core processes, and strengthen internal technology foundations so our teams can move faster, collaborate better, and focus on meaningful client outcomes. 

Key Responsibilities 

Application Lifecycle & Systems Ownership 

• Own application lifecycle management end-to-end, including evaluation, acquisition, rollout, support, maintenance, optimization, and retirement 

• Rationalize underused or redundant tools to reduce platform sprawl 

• Lead critical systems implementations, including HRIS and PSA platforms 

• Build structured implementation plans with clear milestones, adoption targets, and risk mitigation strategies 

• Ensure internal systems scale with company growth across offices and time zones 

Process Standardization & Operational Excellence 

• Standardize onboarding and offboarding processes across countries and offices 

• Improve helpdesk and service workflows for speed, clarity, and accountability 

• Create repeatable, documented processes that balance consistency with flexibility 

• Strengthen internal operational visibility without introducing unnecessary bureaucracy 

• Continuously refine systems based on usage patterns and team feedback 

Vendor, Inventory & Cost Management 

• Own vendor relationships and service-level agreements 

• Manage hardware and software procurement, inventory tracking, and cost allocation 

• Strengthen oversight of SaaS subscriptions and AI-related spend 

• Optimize licensing and subscription usage for efficiency and scalability 

• Ensure vendor performance meets reliability and support expectations 

Security & Compliance 

• Support security awareness training and internal risk assessments 

• Contribute to annual SOC 2 compliance certification efforts 

• Strengthen documentation and audit readiness, including maintaining a structured Vanta repository 

• Ensure internal systems meet security, governance, and compliance standards 

• Proactively identify and mitigate operational and compliance risks 

Team Leadership & Cross-Functional Collaboration 

• Lead the team responsible for helpdesk support and systems maintenance 

• Partner closely with HR, Operations, and Engineering to translate business needs into durable IT solutions 

• Communicate clearly with both technical and non-technical stakeholders 

• Balance competing priorities with sound judgment and a service-oriented mindset 

• Drive accountability and clarity across distributed teams 

Required Skills & Qualifications 

• 8+ years of relevant corporate IT experience 

• Experience analyzing, implementing, and evaluating enterprise IT systems 

• Strong background in SaaS management and cloud infrastructure (AWS) 

• Demonstrated success with security frameworks, audits, and compliance programs, including SOC 2 

• Fluency with Microsoft 365 (certification is a plus) and comfort working with tools such as GitHub and AWS 

• Project management experience with successful rollouts of new systems and documented risk mitigation strategies 

• English fluency (written and spoken) 

Nice to Have 

• PSA or ERP implementation experience 

• Experience operating in distributed, international organizations 

• Exposure to SaaS rationalization and cost optimization initiatives 

Personal Competencies 

• Outcome-Oriented – Focuses on operational impact, reliability, and measurable improvements. 

• Systems Thinker – Standardizes processes without creating unnecessary friction. 

• Service-Minded – Prioritizes user experience for internal teams. 

• Operationally Disciplined – Drives clarity, structure, and accountability. 

• Adaptable – Balances competing priorities calmly and effectively. 

• Ownership-Driven – Follows through and ensures systems perform as intended. 

Why This Role Matters 

At Robots & Pencils, we build smart systems for the human world. When our internal technology is strong, our teams move faster, collaborate better, and spend more time delivering meaningful outcomes for clients. This role turns IT into a true enabler of creativity, security, and scale across borders and time zones. 

You will strengthen the foundation that allows every product team to operate at a higher level. This is operational leadership with measurable organizational impact. 

Why Join Robots & Pencils? 

We don’t just maintain systems; we build environments where teams can do their best work. 

You’ll help modernize internal infrastructure, lead high-impact system implementations, and influence how a distributed digital product company operates at scale. 

You’ll work at the intersection of operations, security, and systems architecture, driving durable improvements that power the entire organization.