The StripeOS engineering team builds the tools Stripe uses to plan and run its work: setting goals, making and recording decisions, and tracking projects from kickoff to launch. These tools sit at the center of how Stripe operates. Every team relies on them to stay aligned, make sound decisions, and move quickly, so every improvement we make compounds across the company. Recent advances in AI give us an opportunity to rethink what these tools can do.

We’re looking for a product-minded engineering leader who’s excited to transform how a company plans and executes its work. You’ll lead the StripeOS engineering team as it builds the next generation of Stripe’s planning and execution tools. You’ll set the team’s direction, grow and support its engineers, and stay close to the technical work: shaping architecture, prototyping new ideas alongside your team, putting them in the hands of real users, and turning the strongest experiments into products used across Stripe.

Responsibilities

• Drive the team’s vision for AI-native workflows: rethink how Stripe employees plan, decide, and execute with AI at the core, and build agents and assistants that synthesize context, automate repetitive work, and help people make better decisions
• Partner with product managers and designers to set the team’s direction and roadmap, turn ambitious ideas into well-scoped technical plans, and guide the delivery of full-stack products, including web and mobile experiences, AI-powered features, and integrations with internal tools and platforms
• Stay deeply engaged in the technical work: review designs, weigh in on architecture, and prototype new approaches with your team
• Lead, grow, and support your engineers through coaching, mentoring, and clear feedback, and partner with Stripe’s recruiting team to recruit top engineering talent and build a diverse, high-performing team
• Shape how the team operates, from engineering practices and standards for experimentation to AI-native development that helps the team prototype faster and ship with confidence
• Engage directly with users across Stripe to understand how they work, turn what you learn into products they love, and measure the impact of what the team ships to double down on what makes Stripe employees more productive
• Set a high bar for quality, reliability, security, and privacy, especially when building on sensitive internal context

Who you are

Minimum requirements

• 5+ years of engineering management experience, leading and growing teams that build and ship products at scale, with a track record of taking critical user-facing products from prototype to production and keeping them reliable as they scale
• 10+ years of software development experience, with a strong background in full-stack development, technical depth in modern web technologies, performance, and user experience, and the ability to guide engineers on architecture and the design of extensible systems that serve many kinds of users
• Hands-on experience with modern AI tools and a clear point of view on how AI agents and AI-native workflows can transform the way people work
• Comfort leading through ambiguity: framing the right problems, experimenting and iterating, making pragmatic technical decisions, and charting a clear path forward
• Excellent cross-functional collaboration skills, with experience partnering closely with product managers and designers to define and build products, and a product-minded approach to building delightful experiences that solve real problems and deliver meaningful outcomes for users and the business

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