Director, Learning and Training

Handshake·San Francisco, CA·Posted 2 November 2026

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About the role

ABOUT HANDSHAKE AI Handshake AI is a human data business built on the largest early-career network in the world: about 18 million students and over a million employers. Frontier AI labs come to us when they need domain experts at scale, from PhD physicists evaluating reasoning to AI-native undergrads giving nuanced feedback on model outputs. Learning & Training (L&T) makes that expertise usable. We get fellows project-ready fast, then develop them into high-quality AI training talent. We teach them how models work, how to spot hallucinations, how to give structured feedback that improves a model, and how to think about alignment and safety. The team runs a forward-deployed model. Learning designers embed in project pods alongside operations and turn technical specs into training promptly: playbooks, courses, interactive tools, and targeted coaching on specific errors. They also build team-wide systems like assessment, analytics, and design agents. THE ROLE You'll lead the Learning & Training team, owning the function's strateg and its results: how fast fellows ramp, and how good their work is once they do. This is a player-coach role. You'll lead a team of learning design…

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