Senior Product Designer II, Handshake AI

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.

Your role

Handshake AI powers expert-labeled data collection at scale, matching domain experts with leading AI companies to train frontier models. We're hiring a Senior Product Designer II to lead significant, high-impact design initiatives - someone who can navigate ambiguity with confidence, bring rigor and data-informed thinking to complex problems, and raise the bar for the design org around them.

In this role, you'll own meaningful chunks of our product strategy, driving design end-to-end across complicated, often loosely-defined projects. You'll be a go-to resource for your teammates, proactively mentoring and improving quality beyond your own work - while staying close to customers, operators, and the full business to keep your decisions well-grounded.

• Lead end-to-end design on significant, high-impact projects, from discovery through production and iteration, often with minimal definition and little precedent to work from.
• Bring a data-informed mindset to every aspect of your work - articulating when data is incomplete or biased, keeping the user at the center of every solution, and holding a high bar for quality and craft before sharing your work.
• Contribute to prioritization, strategy, and process - breaking big ambiguous problems into actionable steps and building clarity for your team and cross-functional partners.
• Use business goals, data, patterns, and industry context to arrive at quick, iterative solutions - avoiding getting stuck in the abstract.
• Proactively identify opportunities to inform, influence, and collaborate across the design org, creating workflow efficiencies and sharing learnings with teammates.
• Serve as a helpful mentor for teammates at earlier career levels, improving craft, communication, and design quality beyond your own area.

Your experience

• 6+ years of product design experience, with a track record of designing and shipping products that customers love.
• Proven ability to lead complicated, ambiguous projects with little direction, driving them forward and creating clarity for those around you.
• Strong data-informed thinking. You roll business goals, research, technical constraints, and user needs into well-crafted solutions (mocks, prototypes, flows), and you iterate fast.
• Experience mentoring or coaching peers, and a track record of improving quality beyond your own work.
• Strong communicator who manages stakeholders well - you understand the nuance of upward and cross-functional communication and proactively keep the right people informed.
• Deep visual and interaction design craft, with attention to detail across flows, states, and edge cases.
• Humble, collaborative, and curious. Energized by a complex, evolving product and motivated to keep learning and help others grow.
• Bonus if you have experience designing LLM or AI-powered products, or working on enterprise or operations tooling.

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.