Senior Product Designer II, Handshake AI Location: San Francisco, CA Full time Hybrid Compensation - $170K – $215K • Offers Equity For cash compensation, we set standard ranges for all U.S.-based roles based on function, level, and geographic location, benchmarked against similar stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above. 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.

• Define where design attention is needed across the network features product space and lead discovery on complex, ambiguous problems that often span multiple features or product areas. • Translate abstract technical systems into clear problem frames, using diagramming, system mapping, and design artifacts to build shared understanding and drive alignment across engineering, product, and other stakeholders. • Deliver design solutions end-to-end as needed, whether that means changes to a GUI, a CLI experience, or both, working closely with engineers through implementation and QA. • Explore forward-looking design questions in spaces that do not yet have clear owners or established answers. • Partner closely with engineering and PM counterparts to move from ambiguous problem statements to clear, well-reasoned solutions. • Raise the bar for craft and quality across your team and contribute to how the broader design organization approaches process and product thinking. • Translate insights from user research, behavioral data, and your own product knowledge into design direction. • Bring AI tools into your workflow in practical ways, whether for research synthesis, rapid prototyping, or solution exploration, and develop a point of view on where AI-assisted experiences belong in technically complex products.

• Own discovery and design on problems that don't always come with a clear brief, from early framing through delivery and QA. • Work closely with engineers and PMs to move from a fuzzy problem to something well-reasoned and shippable. • Deliver across surfaces, GUI and CLI alike, and stay engaged through implementation, not just handoff. • Treat feedback as part of the work, not a checkpoint. Seek it out from peers, your team, and your manager, and use it to make the work better. • Take initiative in how you collaborate and push for clarity, even on projects you're not leading. • Understand the product areas you touch well enough to know when a decision has implications beyond the immediate problem. • Use AI tools where they actually help, synthesizing research, exploring directions faster, pressure-testing ideas.

Title: Staff Product Designer, Handshake AI Location: San Francisco, CA; New York, NY Hybrid Full-time Compensation - $190K – $240K For cash compensation, we set standard ranges for all U.S.-based roles based on function, level, and geographic location, benchmarked against similar stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above. Job Description: 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 - Partner with product, engineering, data, research, and operations to define and build the vision for operator independence and self-serve tooling. - Develop strategic product visions and collaborate with partners to sequence them into pragmatic phases. - Collaborate closely with Model Enablement and Fellow Experience squads—your work enables theirs. - Partner with operations leaders and stay close to operators’ workflows. Run pilots, shadow users, uncover pain points, and translate insights into prioritized investments. - Tackle complex, ambiguous human-centered problems and translate them into clear, simple solutions. - Own design end-to-end—from concept through production—iterating quickly through research, user journeys, wireframes, prototypes, and high-fidelity designs with a strong point of view on craft. - Raise the bar for design culture and execution through systems thinking, product reasoning, pixel-level precision, facilitation, and mentoring. Your experience - 7+ years of product design experience, ideally working on enterprise products, operations tooling, or internal platforms. - Strong communicator who clearly articulates design decisions, tradeoffs, and the thinking behind them to partners and leadership. - Deep visual and interaction design expertise, with a proven track record of shipped work and measurable impact. - Experience designing complex systems, workflows, or platforms with many moving parts and stakeholders. - Highly collaborative, valuing diverse perspectives and incorporating them into the design process to achieve better outcomes. - Design-led thinker who raises the bar by embedding design thinking into day-to-day work and helping others grow. - Impact-driven, with the ability to prioritize ruthlessly and focus on the work that matters most. - Hands-on, willing to roll up your sleeves and take ownership—nothing is “someone else’s problem”. - Deeply motivated by Handshake’s mission. Humble, kind, and curious, with a desire to keep learning and help others grow. - Bonus if you have experience in operator or driver management, workflow or task management systems, or building internal tools for operations teams at a high-growth company. 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.