AI Engineer II

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.