About this role
About Pinterest:
Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product.
Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible.
At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI.
Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here .
TwoTwenty is Pinterest's innovation lab, building visual-first AI products — assistants, Gen-AI creation tools, and editing experiences — with startup speed at Pinterest scale. We're looking for a Senior Director of Engineering to lead a team of 10 (7 direct reports across ML engineering, software engineering, data science, and product management), own the technical strategy for TwoTwenty's AI product portfolio, and scale the org from scrappy to enduring without losing what makes it fast.
This role reports to the VP of Product Management, Core, and partners closely with Pinterest's Core Product & Engineering, Advanced Technologies Group, and Trust & Safety teams to ship AI features that reach hundreds of millions of Pinners.
What you'll do:
• Drive execution of TwoTwenty's 1–3 year technical strategy across visual AI assistants, gen-AI creation tools, and visual editing experiences
• Own the investment portfolio across time horizons — balance near-term shipping velocity against longer-term bets on emerging AI capability
• Set bold OKRs tied to Pinner engagement and adoption; adjust quarterly based on experiment results and market shifts
• Make the final call on technical trade-offs when speed and rigor are in tension
• Serve as the single engineering leader accountable for TwoTwenty's integrated output — aligning mobile, backend, design, and LLM engineering under one product vision
• Build strategic partnerships with core Pinterest teams (Closeup, Search, Assistant) to ship AI features at Pinterest scale on shared infrastructure
• Communicate roadmap and results to senior leadership and executives; secure resources and buy-in for new bets
• Resolve cross-org prioritization conflicts so TwoTwenty's rapid iteration cadence doesn't create friction with platform teams
• Scale TwoTwenty from a small, scra