Engineering Manager, Checkout Optimization

Stripe; Chicago (IL); On-site; USD 180,000 - 260,000; Full time

Job summary

Stripe is seeking an Engineering Manager for the Checkout Optimization team in Chicago to lead a cross-functional group of full-stack product and data engineers. You’ll mentor, set direction, and drive delivery across the full development lifecycle, balancing customer impact with scalable architecture.

You’ll partner with Product, Design, Data Science, and Data Engineering to ship high-conversion checkout experiences, while fostering a culture of experimentation and rapid iteration at scale.

Qualifications

• 5+ years of engineering management experience leading teams of 5+ engineers.
• 10+ years of full-time software development with backend focus.
• Experience working across geographies.
• Experience leading growth or product teams driven by experimentation.
• Experience building extensible software solutions with strong user empathy.

Responsibilities

• Lead and manage a team of full-stack product and data engineers, providing mentorship and guidance.
• Prioritize workstreams by understanding buyer/agent needs to deliver high-quality checkout experiences.
• Partner with Product, Design, Data Science, Data Engineering, and other Stripe teams to deliver solutions.
• Lead experimentation and optimization work to improve checkout conversion and buyer experiences.
• Build and evolve the data platform enabling reliable, self-serve analysis and product decisions across OCS.
• Recruit top engineering talent in partnership with Stripe’s recruiting team.

Skills

Engineering management

Full-stack engineering

Backend development

Data engineering

Experimentation

Cross-functional collaboration

Job description

Who we are

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies, from the world’s largest enterprises to the most ambitious startups, use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

The Checkout Optimization team is the growth team for Stripe’s checkout UIs. They build high-converting, personalized checkout experiences for buyers and agents, as well as the data platform that powers it.

The team identifies opportunities to improve checkout through rapid product experimentation and delivers optimization at scale through our ML-powered engine. The team also builds the reliable data foundations that enable this work, including experimentation, optimization, and data-informed product decisions across Stripe’s checkout suite.

Over the next 6 to 12 months, the team will focus on:

• Building personalized checkout experiences powered by the ML-based Optimization Engine
• Agentic commerce through optimizing OCS experiences for agent buyers
• Checkout optimization for rapidly growing AI companies
• Improving our data platform, which is critical to leveraging data internally and externally

What you’ll do

Engineering Managers at Stripe are responsible for the success of their team. You’ll be deeply involved in the engineering and design processes as well as coaching, mentoring, and leading the team. You’ll have a deep understanding of how to drive efficient engineering teams and you’ll have a strong user focus. You'll work with engineers on creating technical solutions and communicating effectively across teams and senior leadership.

Responsibilities

• Lead and manage a team of talented full-stack product and data engineers, providing mentorship, guidance, and support to ensure their success
• Understand buyer and agent needs and pain points to prioritize workstreams and deliver high-quality checkout experiences
• Partner with Product, Design, Data Science, Data Engineering, and engineering teams across Stripe to deliver these solutions
• Lead experimentation and optimization work that improves checkout conversion and buyer experiences
• Build and evolve the data platform that enables reliable, self-serve analysis, experimentation, and product decisions across OCS
• Drive high standards for the quality, reliability, and usability of the data products and pipelines that support OCS decision-making
• Recruit top engineering talent in partnership with Stripe’s recruiting team to build a diverse and high-performing team
• Drive the execution of projects, overseeing the entire development lifecycle from planning to delivery, while maintaining high standards of quality and timely completion
• Provide hands‑on technical leadership, including architecture and design, vision, direction, requirements setting, and incident response processes for your team
• Set the team’s direction, from north star vision to goals, OKRs, and roadmap

Who you are

We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum requirements

• 5+ years of engineering management experience, directly managing and growing teams of 5+ engineers focused on building and shipping products at scale
• 10+ years of full-time software development experience, with a strong background in backend development
• Experience working across geographies
• Experience leading growth or product teams that have used experimentation to drive product usage and other metrics
• Experience building extensible, leveraged software solutions that scale to different kinds of user needs, with the ability to empathize with users and advocate for excellent user experiences

Preferred qualifications

• Previous experience working in payments and on payments technology
• Previous experience leading a growth team
• Previous experience leading a data engineering team