MUST HAVE:

• 5+ years of experience in data engineering within fast-paced, cloud-native environments
• Deep expertise in Python, SQL, Docker, and AWS (S3, Glue, Kinesis, Athena/Presto)
• Experience building and managing scalable ETL pipelines and data lake infrastructure
• Familiarity with distributed systems, Spark, and data quality best practices
• Strong cross-functional collaboration skills to support BI, analytics, and engineering teams

EXPERIENCE: 5+ years of data engineering experience in an AWS-based environment where data powers decision-making across product, marketing, and operations.

YOUR ROLE

Lead scalable data engineering efforts that empower cross-functional teams with reliable, timely, and actionable data, ensuring Launch Potato’s analytics and business intelligence infrastructure fuels strategic growth.

OUTCOMES

• Build and optimize scalable, efficient ETL and data lake processes that proactively catch issues before they impact the business
• Own the ingestion, modeling, and transformation of structured and unstructured data to support reporting and analysis across all business units
• Partner closely with BI and Analytics to deliver clean, query-ready datasets that improve user acquisition, engagement, and revenue growth
• Maintain and enhance database monitoring, anomaly detection, and quality assurance workflows
• Serve as the internal point of contact for reporting infrastructure—delivering ad hoc data analyses and driving consistent data integrity
• Drive adoption and advancement of Looker dashboards by ensuring robust and scalable backend data support
• Contribute to the future of Launch Potato’s data team by mentoring peers and shaping a high-performance, quality-first engineering culture

COMPETENCIES

• Data Engineering Mastery: Demonstrates technical excellence in building data pipelines, troubleshooting distributed systems, and scaling infrastructure using AWS and open-source tools
• Cross-Functional Collaboration: Communicates clearly across technical and non-technical teams, translating business needs into robust data solutions
• Proactive Ownership: Operates with a strong sense of accountability; identifies and solves data issues independently and efficiently
• Quality-Driven Execution: Holds a high bar for data accuracy, auditability, and documentation throughout all systems and workflows
• Strategic Thinking: Anticipates how data infrastructure impacts wider company OKRs and proactively suggests improvements and innovations
• Growth Mindset: Seeks out opportunities to elevate team capabilities, mentor others, and stay ahead of evolving best practices in data engineering

MUST HAVE:

• 5+ years of experience in data engineering within fast-paced, cloud-native environments
• Deep expertise in Python, SQL, Docker, and AWS (S3, Glue, Kinesis, Athena/Presto)
• Experience building and managing scalable ETL pipelines and data lake infrastructure
• Familiarity with distributed systems, Spark, and data quality best practices
• Strong cross-functional collaboration skills to support BI, analytics, and engineering teams

EXPERIENCE: 5+ years of data engineering experience in an AWS-based environment where data powers decision-making across product, marketing, and operations.

YOUR ROLE

Lead scalable data engineering efforts that empower cross-functional teams with reliable, timely, and actionable data, ensuring Launch Potato’s analytics and business intelligence infrastructure fuels strategic growth.

OUTCOMES

• Build and optimize scalable, efficient ETL and data lake processes that proactively catch issues before they impact the business
• Own the ingestion, modeling, and transformation of structured and unstructured data to support reporting and analysis across all business units
• Partner closely with BI and Analytics to deliver clean, query-ready datasets that improve user acquisition, engagement, and revenue growth
• Maintain and enhance database monitoring, anomaly detection, and quality assurance workflows
• Serve as the internal point of contact for reporting infrastructure—delivering ad hoc data analyses and driving consistent data integrity
• Drive adoption and advancement of Looker dashboards by ensuring robust and scalable backend data support
• Contribute to the future of Launch Potato’s data team by mentoring peers and shaping a high-performance, quality-first engineering culture

COMPETENCIES

• Data Engineering Mastery: Demonstrates technical excellence in building data pipelines, troubleshooting distributed systems, and scaling infrastructure using AWS and open-source tools
• Cross-Functional Collaboration: Communicates clearly across technical and non-technical teams, translating business needs into robust data solutions
• Proactive Ownership: Operates with a strong sense of accountability; identifies and solves data issues independently and efficiently
• Quality-Driven Execution: Holds a high bar for data accuracy, auditability, and documentation throughout all systems and workflows
• Strategic Thinking: Anticipates how data infrastructure impacts wider company OKRs and proactively suggests improvements and innovations
• Growth Mindset: Seeks out opportunities to elevate team capabilities, mentor others, and stay ahead of evolving best practices in data engineering

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.
• Experience with React JS. 
• Expertise with SQL-based RDBMS (MySQL, PostgreSQL) and experience optimizing schema and queries for performance at scale.
• Solid understanding of distributed systems design patterns (e.g., transactional outbox, event-driven architecture, queues).
• Demonstrated ability to bring new ideas forward, influence decisions, and lead complex technical initiatives.
• Bachelor’s degree in Computer Science or equivalent practical experience.

Preferred Knowledge and Skills:

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

About You: 

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

Sezzle’s Technology Stack:

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

What Makes Working at Sezzle Awesome? 

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

#Li-remote #full-time

About Sezzle:

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

About the Role:

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

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

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

What You'll Do:

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

What We Look For:

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

Preferred Knowledge and Skills:

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

About You:

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

Sezzle’s Technology Stack:

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

What Makes Working at Sezzle Awesome:

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

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

#Li-remote #Full-time

The salary range for this role is $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.
• 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

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We Look for:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We'll Look For:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We Look for:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

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

About Sezzle:

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

About the Role: 

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

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

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

What You'll Do:

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

What We Look for:

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

Preferred Qualifications:

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

About You:

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

What Makes Working at Sezzle Awesome:

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

#Li-remote #full-time

About Sezzle:

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

About the Role:

We are looking for a motivated and curious Site Reliability Engineering (SRE) / Platform Infrastructure Engineer Intern to join our team. This is a hands-on opportunity to learn how modern, large-scale systems are built, deployed, and maintained in a fast-paced environment.

As a Site Reliability Engineering (SRE) / Platform Infrastructure Engineer Intern at Sezzle, you will work closely with experienced engineers to support infrastructure, improve reliability, and contribute to automation and tooling efforts. This role is ideal for someone eager to learn, experiment, and grow in cloud infrastructure and distributed systems.

What You'll Do:

• Assist in building, maintaining, and improving infrastructure systems using Kubernetes and AWS.
• Monitor system performance, and help troubleshoot production and staging issues.
• Contribute to improving observability by working with tools like Prometheus, Grafana, or similar.
• Help automate repetitive tasks and improve developer workflows using scripts or tools.
• Participate in on-call shadowing and incident reviews to learn how reliability is managed in production systems.
• Work with engineers to identify bottlenecks and improve system performance and scalability.
• Contribute to documentation and help maintain operational runbooks.
• Explore and experiment with AI and automation tools to improve engineering productivity.

What We Look For:

• Currently pursuing or recently completed a degree in Computer Science, Engineering, or a related technical field.
• Basic understanding of cloud platforms (AWS preferred), Linux systems, and networking concepts.
• Familiarity with at least one programming language (Golang, Python, or similar).
• Understanding of basic database concepts (MySQL, PostgreSQL) is a plus.
• Exposure to containers (Docker) and/or Kubernetes is a plus.
• Interest in distributed systems, reliability, and infrastructure engineering.
• Strong problem-solving skills and willingness to learn.
• Good communication skills and ability to work in a team environment.

Preferred Knowledge and Skills:

• Familiarity with version control systems like Git.
• Basic understanding of CI/CD concepts.
• Exposure to monitoring and logging tools.
• Interest in automation and developer tooling, including AI-assisted development tools.

About You:

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

Sezzle’s Technology Stack:

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

What Makes Working at Sezzle Awesome:

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

Compensation: The salary for the Site Reliability Engineering (SRE) / Platform Infrastructure Engineer Intern is 700 USD monthly gross. 

#Li-remote #Full-time