What are we looking for?

We are seeking a highly skilled and experienced Senior DevOps/Cloud Engineer/SRE with 7+ years of experience to become an integral part of our dynamic DevOps platform team. In this role, you will be instrumental in supporting cutting-edge AI SaaS and PaaS solutions.

Please note: This position may require participation in an on-call support rotation in the future.

Requirements

Technical Skills:

• Education: A Bachelor's degree in Computer Science or a related field, or equivalent education and experience equating to the US equivalent of a bachelor’s degree.
• SDLC & CI/CD: 5+ years of experience with Software Development Lifecycle (SDLC) methodologies and CI/CD technologies, including hands-on expertise with at least two different CI/CD ecosystems. Optional: We also value experience with MLOps practices and their integration into CI/CD pipelines.
• Software Engineering: 3+ years of experience as a Software Engineer, with a preference for backend development experience. Nice to have: Experience with Temporal workflows.
• Networking & Operating Systems: Strong knowledge of networking principles and robust experience with Operating System concepts, backed by 5+ years of hands-on Linux administration.
• Cloud Platforms: 5+ years of in-depth experience with AWS (highly preferred) and/or GCP. Highly desired to have certifications in AWS or GCP.
• Infrastructure as Code (IaC): 5+ years of experience with IaC tools, primarily Terraform.
• Kubernetes: 5+ years of experience managing Kubernetes clusters, including practical experience with at least one cloud-managed service (e.g., EKS, GKE, AKS).
• Database Management: Strong experience with PostgreSQL.
• Troubleshooting: Proven ability to effectively troubleshoot issues across code, cloud infrastructure, networks, and operating systems.
• AI-Specific Technologies (Preferred): Given our focus on AI solutions, experience with MLOps, Nvidia NIM and relevant Nvidia certifications would be a significant asset.

Observability: 5+ years of experience working with observability tools, and defining

Essential Non-Technical Skills:

• Requirements Elicitation: Ability to effectively gather and understand project requirements.
• Collaboration & Resilience: A highly collaborative team player with a resilient and proactive mindset.
• Organizational & Communication Skills: Self-organized with the ability to structure discussions effectively, ensuring focus and clarity.
• Documentation: Meticulous and thorough in creating clear, comprehensive documentation.
• Problem Solving: Adept at breaking down complex problems into manageable sub-tasks and defining actionable next steps.
• Language: English proficiency is mandatory.

#LI-Remote

#LI-DC1

Job Title: Implementation Engineer

Location: Medellin, Colombia

Hybrid model: 2 times per week at the office. 

Role Overview:
Implementation Engineers collaborate with both new and existing clients to implement NICE products, acting as experts in configuring the client’s NICE portal and integrating it into their business processes. They take primary responsibility for setting up and implementing technical systems and applications, leveraging configuration tools, programming knowledge, and project management expertise.

Key Responsibilities:

• Collaborate with clients to gather requirements and design tailored implementation strategies.
• Configure contact center solutions, including advanced call flows, IVR paths, APIs, and integrations.
• Configure and implement the client’s portal, utilizing NICE platform tools, including advanced features like APIs and integrations.
• Collaborate closely with Engagement Managers and Implementation Consultants to ensure successful onboarding and implementation.
• Troubleshoot technical issues during implementation and support User Acceptance Testing (UAT) to meet client requirements.
• Manage multiple client engagements simultaneously, ensuring timely and high-quality delivery.
• Document configuration steps, create process plans, and develop guides for specific products or features.
• Act as a key resource for improving configuration and implementation processes, sharing best practices and identifying areas for efficiency gains.
• Provide feedback to the Product Management team to support product enhancements and client needs.
• Use project management and ticketing tools like Asana, Rocketlane, Salesforce, Jira, and Confluence to track and manage implementation workflows.

• Design AI flows using different tools (low code-no code designer, vibe coding, scripting)

Qualifications:

• Bachelor’s degree in Telecommunications, Computer Science, or a related field.
• 3+ years of experience in implementing SaaS solutions, preferably in the contact center or telecommunications space.
• Previous experience in project implementation, customer service, or technical support is required.
• Experience in client-facing implementation is essential, ensuring successful project delivery and building strong relationships.
• Knowledge of programming languages, such as JavaScript, HTML, Perl, or Java.
• Experience with APIs, webhooks, and integrating third-party systems.
• Familiarity with IVR systems and contact center workflows.

• Basic knowledge of Data Base and writing SQL queries
• Proficiency in troubleshooting and problem-solving in complex technical environments.

• Excellent communication skills, with the ability to explain technical concepts to non-technical stakeholders.
• Self-motivated with strong organizational and time management skills.

Preferred Skills:

• 3 years of experience working with the LiveVox, NiCE, Genesys, Five9, Alvaria, TCN or similar.
• Knowledge of cloud technologies and platforms (e.g., AWS, Azure).
• Experience in implementing digital channels such as Email, SMS, Chat, and Chatbot, etc.
• Solution Architecture: Ability to design scalable outbound solutions that integrate with CRM, compliance systems, and analytics platforms.
• Solution Architecture: Ability to design scalable outbound solutions that integrate with CRM, compliance systems, and analytics platforms.
• Outbound Contact Center Expertise: Deep understanding of campaign orchestration, dialing modes (predictive, preview, progressive), and contact strategies.
• AI/ML Awareness: Understanding of how AI can enhance outbound operations (e.g., call outcome prediction, agent coaching)

Why You'll Love This Role: 

We're looking for an experienced ML Ops Engineer to join the ML/AI team at Newsela. This team works on projects ranging from classical Machine Learning to AI / Generative pipelines.  This is a hands-on role. You'll work closely with ML/AI, data and site reliability engineers to take models from prototype to production, build robust data pipelines, and keep our services running smoothly as we continue to scale.

What You'll Be Doing:

• Design and maintain CI/CD pipelines for ML model training, packaging, and deployment across our microservices.
• Manage containerized services on AWS ECS, optimizing for cost, latency, and availability.
• Automate infrastructure provisioning and service configuration with Terraform.
• Work to maintain and scale services that make use of third party LLM providers.
• Build and improve data pipelines that feed models from BigQuery, S3, and DynamoDB into training and inference workflows.
• Instrument services with observability tooling (Datadog, OpenTelemetry, Langfuse) and establish SLOs for model-serving endpoints.
• Collaborate with ML engineers to productionize new models using BentoML, FastAPI, and container-based serving.

About You:

• 2-3 years in ML Ops supporting ML/AI features, systems and workflows with 3-4 years prior experience in DevOps, CloudOps or SRE.
• Strong proficiency in Python.
• Hands-on experience with Docker containerization and container orchestration.
• Solid understanding of CI/CD for ML workflows in an enterprise production environment.
• Experience with Infrastructure as Code, preferably Terraform.
• Familiarity with cloud platforms — specifically AWS (ECS, ECR, S3, DynamoDB, CloudWatch) and GCP (BigQuery, Vertex AI).
• Experience with LLM integration and observability (OpenAI API, Google GenAI, Langfuse tracing).
• Experience building and maintaining data pipelines for ML training and feature engineering
• Familiarity with ML modeling workflows — training, evaluation, experiment tracking (e.g. MLFlow, Weights & Biases), and model versioning
• Experience monitoring and flagging model drift over time.
• Exposure to NLP/NLU models and frameworks such as Hugging Face Transformers, spaCy, or sentence-transformers
• Knowledge of vector databases (LanceDB, FAISS) and embedding-based retrieval systems
• Experience with scaling and maintaining deep learning frameworks (TensorFlow, PyTorch) in production settings
• Familiarity with classical ML libraries (scikit-learn, XGBoost, LightGBM) and model explainability tools (SHAP)
• Working knowledge of ML serving frameworks such as BentoML or similar.
• Comfort working with FastAPI or similar async Python web frameworks.

Please note that given the nature of the contract, this role will not be eligible to participate in company-sponsored benefits

About Newsela:

Newsela is a leading education technology company dedicated to meaningful classroom learning for every student. We deliver integrated, AI-powered solutions designed to unlock student engagement, empower teachers, and drive meaningful learning outcomes. Our suite of products supports knowledge and skill development, writing practice, daily instruction, assessment, and data-informed decision-making across K–12 classrooms. Grounded in learning science research, Newsela’s solutions integrate content, assessment, and analytics to help educators track progress, understand student outcomes, and deliver high-impact instruction that supports every learner.

#LI-Remote

Are you passionate about web design and eager to embark on a fulfilling career in the field? If you've dabbled in website creation using platforms like Wix, Squarespace, or WordPress, have a background in customer service, are a problem solver and have a knack for creating engaging content, then Cloudbeds is looking for you!

This entry-level position offers a unique chance to provide customer support to our existing website customers while actively contributing to the new customer setup and onboarding process under the guidance of our seasoned Website Design team.

Location: Remote

Working shifts: 8 AM to 5 PM PST / 4 PM to 1 AM UTC 

What You Will Do:

• Managing the support tickets through our ticketing system from live customers with published websites while maintaining the required SLA 
• Managing all records and upkeep all task management systems related to websites services
• Working with and communicate directly and effectively with our different customer profiles through video calls, emails, and voice call
• Resolving and handling customer complaints, and ability to handle deadline-driven pressure
• Taking customer scoping, content collection, and revision calls then coordinating the customer requirements with website designers 
• Gathering property details and website requirements then organizing the information for the website designer’s reference
• Proactively communicating with customers and providing timely updates on the project progress
• Managing multiple account timelines, completing of requirements, and communicating priorities with the website designers to meet deadlines agreed with the customer 
• Overseeing the timely completion of website builds and ensuring that the quality of the website meets the customer requirements 
• Assisting the customer in acquiring domain names, updating domain settings, and publishing websites 
• Assisting website designers in onboarding customers: Editing the published websites based on the requirements of the customers using our in-house website builder 
• Investigating website errors, cases, or supporting, researching, and suggesting website support process improvement 
• Using a consultative approach in maintaining our high quality, professional, hospitality websites and communicating with all customers 
• Handling the creation of landing pages or single-page websites 
• Managing internal escalations and coordinating with internal teams to give website onboarding updates or resolve customer concerns 
• Using tools (AI) to create visual elements or content that are in line with our customers’ branding 
• Proofread content and correct errors 
• Staying up to date with website trends and website development techniques that are most effective in engaging consumers

Key Competencies include:

• Creative, has a keen eye for design, and high attention to detail
• Highly responsive to internal and customer inquiries with a goal to complete tasks related to concerns raised 
• Effective execution of several website updates with varying processes in a timely manner
• Effective communication and Emotional Intelligence: outstanding written and verbal communication skills, coupled with strong empathy for customers and their success
• Able to lead and collaborate with a diverse team of different personality types
• Open to general changes, improvements, and process updates 
• Highly organized, can handle result-driven pressure, proactive, a self-starter, and a team player with a love of continually improving the processes around you

You’ll Succeed With: 

• Experience with Website Design Builder or a platform like Wix, Squarespace, GoDaddy, or Duda preferred
• Experience with Adobe Photoshop or Canva preferred
• Experience with using AI for text content creation 
• Fluent English
• Fluent Spanish
• Excellent customer service - Passionate about meeting customers from all over the world and happy to provide them with genuine customer service (customer service experience required) 
• Excellent communication skills and a positive attitude
• Excellent problem-solving skills and emotional management
• Excellent internet/wifi connection
  

#LI-LT1

Together, we're on a mission to power every property in the world, and to do that, we need to find the best talent in the world. That's why we're on the search for a superstar Website Onboarding Specialist.

We’re looking for a Website Designer to join our Website Services Team, who wants to disrupt the travel industry and loves to travel as much as we do. As a Website Onboarding Specialist, you will make our company motto of “more reservations, happier guests” a reality by providing outstanding customer account management and creating great websites that our customers from around the world will be proud of. 

Location: Remote

Working shifts: 3 PM to 12 AM UTC (8 am to 5 pm California Time) 

What You Will Do:

• Conceptualize, use a consultative approach in creating high-quality, professional, hospitality websites for our customers through our in-house website builder 
• Manage the website onboarding projects and service delivery timelines of multiple accounts 
• Manage all records and upkeep all task management systems related to website service delivery 
• Directly work with and effectively communicate with our different customer profiles through video calls, emails, and voice call 
• Collaborate with a team of website designers to deliver websites on time 
• Assist with website service scoping or questions from potential customers 
• Investigate website errors or support, research, and suggest website service improvements 
• Manage internal escalations and coordinate with internal teams to give website onboarding updates or resolve customer concerns 
• Onboard customers effectively and publish quality websites efficiently by following internal standard procedures and collaborating with a team of website designers 
• Use graphic design tools to create visual elements that are in line with our customers’ branding 
• Resourceful and can research and develop content to build websites quickly 
• Passionate about meeting customers from all over the world and happy to provide them with genuine customer service
• Problem solver, resolves and handles customer complaints 
• Up to date with website trends and website development techniques that are most effective in engaging consumers
• Able to handle multiple deadline-driven pressures
• Involved in developing website service improvement processes and projects 

Key Competencies include:

• Creative, has a keen eye for design, and high attention to detail
• Effective execution and management of several website projects with varying processes in a timely manner
• Effective communication and Emotional Intelligence: outstanding written and verbal communication skills, coupled with strong empathy for customers and their success
• Able to lead and collaborate with a diverse team of different personality types
• Open to general changes, improvements, and process updates 
• Highly organized, can handle result-driven pressure, proactive, a self-starter, and a team player with a love of continually improving the processes around you

You’ll Succeed With: 

• 1+ years of Website Design and Development experience preferred
• 1+ HTML and CSS experience preferred
• Experience with Adobe Photoshop and Canva preferred
• Experience with (CMS) such as WordPress, Drupal, or Duda preferred
• Fluent English
• Background in customer service or professional services onboarding 
• Excellent communication skills and a positive attitude
• Excellent problem-solving skills and emotional management
• Excellent internet/wifi connection

#LI-LT1

The salary range for this role is $50,000 - $120,000 per year (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  Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $50,000 - $120,000 per year (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  Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $50,000 - $120,000 per year (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  Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $50,000 - $120,000 per year (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  Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $50,000 - $120,000 per year (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  Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $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 $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

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

Preferred Qualifications:

• Experience building AI-first platforms or internal products from scratch, including early architectural decisions.

• Strong foundation in core machine learning and data science principles, including supervised/unsupervised learning, feature engineering, model evaluation, and statistical inference.

• Experience with transformer architectures (BERT, GPT, etc.) and understanding of attention mechanisms, tokenization, and fine-tuning strategies for domain-specific applications.

• Experience developing AI-assisted or agentic systems that interact with tools, data, or workflows.

• Familiarity with embeddings and vector representations, including text embeddings, similarity search, and integration with vector databases (Pinecone, Weaviate, pgvector, or similar).

• Experience with NLP techniques including text classification, named entity recognition, semantic search, and information extraction.

• Familiarity with cloud-native development using AWS.

• Understanding of prompt engineering, retrieval-augmented generation (RAG), and LLM application patterns.

• Experience with containerized systems and orchestration tools such as Docker and Kubernetes.

• Exposure to CI/CD pipelines and modern development workflows (e.g., GitLab).

• Experience with Golang is a plus (or willingness to learn).

• Experience with Braze or similar consumer facing CRM platforms and/or various B2C digital marketing channels like affiliate, CTV, paid social, paid search, GEO/SEO, DSP.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.

• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things

• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.

• You earn trust - you listen attentively, speak candidly, and treat others respectfully.

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

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

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

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

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

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

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

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

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 Marketing Analyst- Comms 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.

The Marketing Analyst - Comms, will sit at the intersection of data, CRM strategy, and AI-driven efficiency. We’re looking for an execution-oriented person who owns their work from end-to-end. You'll dive into the details of how our campaigns operate across email, push, SMS, and in-app channels, spot friction and inefficiency, and design smarter ways forward. You'll spend most of your time inside Braze, Sezzle's primary consumer-focused CRM and marketing automation platform, building and analyzing campaigns across email, push, SMS, and in-app channels. You'll dig into performance data to identify what's working, surface gaps in our consumer journeys, and develop new comms to fill them. You'll also look for every opportunity to apply AI tools to make the team's output faster, sharper, and more scalable.
This isn't a role where you wait for assignments. We want someone who can look at a set of data, identify the opportunity, and start building toward it then communicate what  they found and why it matters to the team around them.

What You'll Do:

• CRM Campaign Execution & Analysis

  • Build, launch, and iterate on campaigns and canvases in Braze across email, push, SMS, and in-app channels.

  • Audit existing consumer journeys to identify engagement gaps, drop-off points, and missed messaging opportunities.

  • Develop segmentation strategies and personalized comms that improve activation, engagement, and retention.

  • Support A/B test design, execution, and readout — translating results into clear, actionable recommendations.

  • Maintain performance dashboards and reporting frameworks that make campaign data interpretable for the broader marketing team.

  • Track KPIs including DAU, ARPDAU, LTV per user, open rates, click rates, and conversion, and surface insights tied to those metrics.

  • Effectively manage our marketing CRM tool to drive new and innovative use cases that can be shared across the team

  • Write SQL queries to investigate issues and campaign results using internal data

  AI, Automation & Process Optimization

  • Identify opportunities to apply AI tools and automation across marketing workflows from copy generation to campaign QA to performance analysis.

  • Build and iterate on tools, templates, and agents that reduce manual effort and improve output consistency.

  • Stay current on emerging AI/automation capabilities and bring concrete recommendations for how they can be applied within Sezzle's marketing stack.

  Cross-Functional Collaboration

  • Partner with marketing, product, data, and engineering teams to align on tooling decisions and ensure smooth implementation.

  • Serve as a connector between technical teams and marketing stakeholders, translating requirements in both directions.

  • Facilitate adoption of new tools and workflows by developing documentation, training materials, and hands-on support for team members.

  • Identify and flag integration risks early; bring concrete mitigation recommendations.

What We Look for:

• Skills & Competencies

  • Hands-on experience building or implementing AI tools, agents, and automation in a professional setting.

  • Strong analytical skills, comfortable working with data, running queries, and presenting findings with context.

  • Experience in consumer marketing operations, CRM platforms (Braze or similar), or marketing technology stacks; Braze experience is a plus.

  • Ability to identify process inefficiencies and develop structured, scalable solutions.

  • Excellent written and verbal communication skills, and you can explain technical concepts clearly to non-technical teammates.

  • Basic project management skills; organized, proactive, and reliable with deadlines.

  • Experience with segmentation, A/B testing, and performance reporting.

  • Strong experience in data visualization tools and SQL.

  • Ability to prioritize and manage multiple tasks simultaneously 

  Educational & Professional Experience

  • Background in computer science, analytics, engineering, AI, and/or related fields.

  • Exposure to business, marketing, finance, or other related fields

  • Previous internships or academic projects involving campaign management, marketing analytics, and content creation preferred.

  • Professional, academic or personal projects that demonstrate an ability to creatively use AI to create efficiencies.

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 2,500 - 3,333 USD  per month (Gross in USD) 

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

The salary range for this role is $50,000 - $120,000 per year (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 Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Marketing Team’s AI Utilization with an eye on Cross-Departmental impact: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.

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 $50,000 - $120,000 per year (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 Sr. AI engineer who is best in class with a high IQ plus a high EQ. 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.

You will be responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will collaborate with a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space. You’ll ensure our AI-driven features are robust, efficient, and scalable as we continue to grow.

What You'll Do:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Marketing Team’s AI Utilization with an eye on Cross-Departmental impact: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

What We Look For:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 6+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Preferred Qualifications:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

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.