Engineering Manager, AI Evaluation

About Handshake Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions. In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month. Why join Handshake now:

• Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel
• Partner hand-in-hand with world-class AI labs, Fortune 500 partners and the world’s top educational institutions
• Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders
• Build a massive, fast-growing business with billions in revenue About Handshake AI Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data-intensive post-training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale. ABOUT THE ROLE We're hiring an Engineering Manager to own our Quality team. The team builds the systems that define, select, and enforce quality standards across the data and evaluations we deliver to leading AI labs. This team works on infrastructure that evaluates complex outputs submitted by fellows, such as coding tasks designed to challenge advanced AI models. These quality checks run throughout the production process: providing real-time feedback to fellows, supporting internal operators, and validating outputs before they reach customers. Location: San Francisco, CA. This is an in-office role, 5 days/week (no remote/hybrid) YOU HAVE Must-Haves:
• 7+ years of engineering experience, including 3+ years managing engineering teams of 8 or more and experience manager managers.
• Background at companies where AI is the core product; you've shipped in environments where model quality, data pipelines, and evaluation rigor are table stakes
• Strong product engineering instincts; you can lead teams building complex user-facing systems, not just backend infrastructure
• Experience leading teams with meaningfully different technical focuses simultaneously
• Track record of developing engineers; you've grown senior ICs, EMs, and leads, not just delivered projects
• Strong prioritization and stakeholder management
• Clear, direct communicator who can translate between technical complexity and business context What we’re looking for
• Engineering leader + builder: 3+ years managing teams, plus 5+ years hands-on engineering experience
• Strong people leadership: experience leading senior engineers; managing an EM (or equivalent scope) is a plus
• Execution in ambiguity: proven ability to align cross-functionally and deliver in fast-moving, unclear problem spaces
• Systems + product mindset: strong platform/distributed systems background, and the ability to turn needs into a clear roadmap, ship iteratively, and measure outcomes Bonus Points:
• Familiarity with LLM evaluation, quality pipelines, or applied AI tooling
• Experience with annotation or data labeling platforms, tasking systems, or workflow orchestration WE OFFER Handshake delivers benefits that help you feel supported and thrive at work and in life. The below benefits are for full-time US employees. 🎯 Ownership: Equity in a fast-growing company 💰 Financial Wellness: 401(k) match, competitive compensation, financial coaching 🍼 Family Support: Paid parental leave, fertility benefits, parental coaching 💝 Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend 📚 Growth: $2,000 learning stipend, ongoing development 💻 Remote & Office: Internet, commuting, and free lunch/gym in our SF office 🏝 Time Off: Flexible PTO, 15 holidays + 2 flex days 🤝 Connection: Team outings & referral bonuses Explore our mission, values, and comprehensive US benefits at joinhandshake.com/careers http://joinhandshake.com/careers. http://joinhandshake.com/careers.Your

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