Director of Engineering - Developer Experience

PayPal • Chicago, IL

71d • $188,000 - $323,950 • Hybrid

About The Position

PayPal is seeking an experienced and visionary Director of Engineering to lead 50+ engineers in Developer Experience org. Build world-class tools, platforms & docs empowering developers on PayPal ecosystem. Define strategic roadmap enhancing productivity with LLMs, AI documentation & no-code tooling for seamless API integration. This role will take ownership for leadership, vision, strategy, execution, and stakeholder engagement.

Requirements

• Minimum of 15 years of relevant work experience and a Bachelor's degree or equivalent experience.
• Minimum of 3 years management experience.

Nice To Haves

• Proven experience as a Director (or higher) leading engineering teams in a large-scale, matrixed organization.
• Deep understanding of modern developer tools, CI/CD, API lifecycle, and developer platforms.
• Strong familiarity with AI/ML, especially in LLMs, AI-generated documentation, and intelligent agent workflows.
• Experience with no-code/low-code platforms, developer portals, and automated onboarding systems.
• Demonstrated success in coordinating complex technical programs involving 200+ cross-functional engineers.
• Ability to define scalable architectural patterns and influence technical strategy at a platform level.
• Excellent communication, stakeholder management, and organizational navigation skills.
• Experience delivering developer platforms at a global scale (e.g., APIs used by millions).
• Contributions to open-source or developer ecosystem tools.
• Understanding of developer needs across different ecosystems (REST, GraphQL, Webhooks, etc.).
• Familiarity with developer-centric AI applications and next-gen IDE integrations.

Responsibilities

• Lead and mentor a growing organization of 50+ engineers across multiple teams.
• Build and scale high-performing engineering teams with a strong culture of ownership, innovation, and collaboration.
• Foster a culture of excellence in engineering craft and customer-centric thinking.
• Define and drive the long-term vision for PayPal's developer experience, including API platforms, SDKs, documentation, sandbox environments, and self-service tooling.
• Champion the use of AI/LLM-driven developer assistants, smart documentation systems, and personalized onboarding flows.
• Innovate with no-code/low-code solutions to expand developer reach and lower barriers to adoption.
• Oversee cross-functional initiatives that span 200+ engineers across the platform, infrastructure, and product teams.
• Ensure high-quality delivery, scalable system architecture, and operational excellence.
• Drive the development of agentic interfaces to streamline developer workflows and improve time-to-market.
• Partner with Developer Relations, Product, Design, Infrastructure, and Security to deliver cohesive experiences.
• Influence senior executives and represent DevEx in engineering-wide and company-wide forums.

Benefits

• Flexible work environment
• Employee shares options
• Health and life insurance
• Annual performance bonus
• Equity compensation
• Medical, dental, and vision benefits

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Industry: Credit Intermediation and Related Activities
• Education Level: Bachelor's degree
• Number of Employees: 5,001-10,000 employees