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Sr. Director, Engineering - TwoTwenty (Innovation Lab)

San Francisco💼 Full-time💰 $329,585–$329,585🗓 2026-08-31 → 2026-09-26

Core

Lead a team of 10 to build visual-first AI products including assistants, Gen-AI creation tools, and editing experiences at Pinterest scale.

Role type

Senior Director of Engineering (Manager-of-Managers)

Builds

Visual AI assistants, generative AI creation tools, and visual editing experiences

Domain

Consumer AI / Visual Discovery / Generative AI

Deliverable

production ML models | product features

Required skills

Leading large engineering orgs (manager-of-managers), strategic technical decision-making in AI/ML, operating in high-ambiguity greenfield environments, aligning design/product/engineering, scaling teams while preserving speed, hiring senior technical leaders, building succession plans, ensuring reliability and safety of agentic AI systems

Preferred skills

Experience in visual discovery, search, recommendation systems, or taste graphs, hands-on experience with agentic AI architectures (tool-use, multi-step reasoning), prior startup environment experience

Technologies

LLMs, generative AI, agentic AI architectures, mobile engineering, backend systems

Responsibilities

Drive execution of 1–3 year technical strategy, own investment portfolio balancing near-term shipping vs long-term bets, set OKRs tied to engagement, make final calls on technical trade-offs, align mobile/backend/design/LLM engineering, build partnerships with core teams, communicate roadmap to executives, resolve cross-org prioritization conflicts, scale org structure and culture, set technical bar for reliability and scale

Seniority

Senior, hands-on IC leader with manager-of-managers scope

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