The Senior Director of Engineering at Pinterest will lead a team within TwoTwenty, the company's innovation lab focused on visual-first AI products. This role involves owning the technical strategy for AI product portfolios and scaling the organization while maintaining its agile culture. The director will collaborate closely with various teams to deliver AI features that enhance user engagement. This position requires a blend of technical expertise and leadership skills to drive innovation and execution in a fast-paced environment.

• Proven track record leading engineering organizations that shipped consumer-facing AI/ML products at scale.
• Deep technical fluency in LLM/generative AI systems, mobile product engineering, or AI-driven experiences.
• Experience operating in high-ambiguity, greenfield environments.
• Demonstrated ability to align design, product, and engineering around a shared vision.
• Experience scaling a team while protecting speed.
• Relevant domain experience within visual discovery, search, recommendation systems, and/or taste graphs.
• Hands-on experience with agentic AI architectures.
• Prior experience in a startup environment is highly preferred.
• Bachelor’s Degree in Computer Science, Engineering, or related field.

• 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, balancing near-term shipping velocity against longer-term bets on emerging AI capability.
• Set bold OKRs tied to Pinner engagement and adoption, adjusting 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.
• Build strategic partnerships with core Pinterest teams to ship AI features at Pinterest scale.
• Communicate roadmap and results to senior leadership and executives.
• Resolve cross-org prioritization conflicts to maintain TwoTwenty's rapid iteration cadence.
• Scale TwoTwenty from a small team to a high-performing organization while preserving its speed and culture.
• Create an environment that attracts and retains top product-engineering and AI talent.