Director, Learning and Training

The role

You will lead the Learning and Training team as a player-coach. You will scale a forward-deployed model to ramp fellows quickly and improve the quality of data shipped to AI labs.

What you will do

• Lead and develop the team.
• Coach individual contributors and grow future leads.
• Build training and review fellow errors when demand spikes.
• Maintain design standards and systems across different pods.
• Scale the forward-deployed model and plan capacity.
• Turn ramp time, fellow quality, and project outcomes into reports for leadership.
• Partner with fellow experience, quality, and delivery teams.
• Drive strategic programs from vision to adoption.

Required qualifications

• 8+ years in enablement, learning design, or training
• 3+ years managing a team of experienced individual contributors
• A player-coach mindset
• Operations sense for managing capacity across concurrent projects
• Fluency with AI models and data
• Track record of defining and holding a quality bar through standards, review, and coaching
• Skill at influencing up and across
• Comfort with ambiguity and fast change

Nice to have

• Background in data annotation and model evaluation
• Experience training domain experts (PhDs, engineers, professionals) in addition to general audiences
• Experience building learning analytics or skills assessment systems

Benefits

• Equity in a fast-growing company
• 401(k) match
• Competitive compensation
• Financial coaching
• Paid parental leave
• Fertility benefits
• Parental coaching
• Medical, dental, and vision
• Mental health support
• $500 wellness stipend
• $2,000 learning stipend
• Ongoing development

About the company

Handshake AI is a human data business built on a network of about 18 million students and over a million employers. Frontier AI labs use their domain experts to evaluate reasoning and provide feedback on model outputs.