Principal Product Designer

About the role

Clasp is a venture-backed, mission-driven startup transforming access to education and career pathways. We are revolutionizing the way employers attract and retain critical talent and the way colleges and universities support their students through education financing — all while tackling the student debt crisis.

Responsibilities

• Define design, brand, and taste across all of our user interactions.
• Own the visual identity, design language, and standard of taste across the company.
• Make the foundational decisions about how Clasp looks and feels — and set the bar everyone else builds toward.
• Own the full experience, product to marketing site: design across consumer acquisition flows, the marketing site, recruiter platforms, employee benefits experiences, and employer admin tooling — moving fluidly between brand-led marketing surfaces and operations-heavy fintech workflows so the whole journey feels like one product.
• Own and evolve the design system: take ownership of our existing design system — maturing components, patterns, and principles so they scale with the company.
• Evolve what’s working, and if you believe a deeper rethink is warranted, make the case for it.
• Partner with the founder and Product on strategy, framing problems and proposing directions rather than waiting for fully specified requirements.
• Bring clarity to the genuinely hard surfaces — HRIS integration setup, flow-of-funds visibility, invoice and credit reconciliation, benefit administration.
• Make data-rich, compliance-sensitive interfaces feel calm, legible, and trustworthy.
• Partner with Product to run qualitative and quantitative research — usability testing, interviews, data-driven insights.
• Translate that contact into design decisions.
• Elevate the craft: raise the bar for clarity, quality, and cohesion across everything Clasp ships.
• Infuse delight and personality: introduce moments of engagement, warmth, and humanity that make the product feel trustworthy and memorable, not transactional — even (especially) on the operational surfaces.
• Explore and responsibly apply emerging AI tools to accelerate research, ideation, and design production — making your process smarter, faster, and more scalable.

Requirements

• Principal-Level Design Experience: 8+ years of product design experience, including time spent setting design direction — not just executing within someone else's system.
• Strategic Range: You think beyond the screen. You can hold the company's goals in your head, form a point of view on what matters, and make foundational calls about brand and product identity with limited direction.
• Brand and Product Fluency: Comfort moving between brand-led marketing surfaces (a marketing site, a landing page, a campaign) and data-dense product tooling (an invoice reconciliation screen, an admin dashboard) — and bringing craft to both.
• Systems Thinking: Ability to hold a large, interconnected ecosystem in your head and design experiences that scale. You understand how a change in one persona's flow ripples across the others, and you build systems, not one-offs.
• Design System Ownership: You've owned or substantially shaped a production design system — evolving components, patterns, and principles, and balancing flexibility with consistency as a product grows.
• You know when to refine what exists and when to argue for a rebuild.
• Strong Visual Craft: A refined sense of typography, layout, color, and visual hierarchy, with awareness of modern product aesthetics and the instinct for when to break convention.
• Fluency in Figma: Deep experience with components, variables, auto layout, and prototyping. You understand how your designs map to code and collaborate effectively with engineers.
• Multi-Persona Product Sensibility: Comfort designing for products with multiple distinct user types — where each persona has different goals, contexts, and constraints.
• Bonus if you’ve worked on products where the user and the customer aren’t the same person.
• Research Competency: Comfort partnering with Product on qualitative and quantitative research — usability tests, interviews, analytics reviews — and incorporating insights into your design process.
• AI Curiosity: Hands-on experience experimenting with AI tools in your workflow, and excitement about applying them responsibly to accelerate output and explore new interaction models.
• Remote Collaboration: You’re effective working remotely with a distributed team. You’re proactive about communication, comfortable shaping ideas in writing as well as in real time, and willing to travel occasionally for in-person sessions when it matters.
• Healthcare, health-tech, fintech, or HR-tech experience is a plus but not required.

Qualifications

• Healthcare, health-tech, fintech, or HR-tech experience is a plus but not required.

Skills

• Principal-Level Design Experience: 8+ years of product design experience, including time spent setting design direction — not just executing within someone else's system.
• Strategic Range: You think beyond the screen. You can hold the company's goals in your head, form a point of view on what matters, and make foundational calls about brand and product identity with limited direction.
• Brand and Product Fluency: Comfort moving between brand-led marketing surfaces (a marketing site, a landing page, a campaign) and data-dense product tooling (an invoice reconciliation screen, an admin dashboard) — and bringing craft to both.
• Systems Thinking: Ability to hold a large, interconnected ecosystem in your head and design experiences that scale. You understand how a change in one persona's flow ripples across the others, and you build systems, not one-offs.
• Design System Ownership: You've owned or substantially shaped a production design system — evolving components, patterns, and principles, and balancing flexibility with consistency as a product grows.
• You know when to refine what exists and when to argue for a rebuild.
• Strong Visual Craft: A refined sense of typography, layout, color, and visual hierarchy, with awareness of modern product aesthetics and the instinct for when to break convention.
• Fluency in Figma: Deep experience with components, variables, auto layout, and prototyping. You understand how your designs map to code and collaborate effectively with engineers.
• Multi-Persona Product Sensibility: Comfort designing for products with multiple distinct user types — where each persona has different goals, contexts, and constraints.
• Bonus if you’ve worked on products where the user and the customer aren’t the same person.
• Research Competency: Comfort partnering with Product on qualitative and quantitative research — usability tests, interviews, analytics reviews — and incorporating insights into your design process.
• AI Curiosity: Hands-on experience experimenting with AI tools in your workflow, and excitement about applying them responsibly to accelerate output and explore new interaction models.
• Remote Collaboration: You’re effective working remotely with a distributed team. You’re proactive about communication, comfortable shaping ideas in writing as well as in real time, and willing to travel occasionally for in-person sessions when it matters.

Benefits

• Competitive cash and equity compensation.
• Health benefits (health, dental, & vision).
• Student loan repayment benefits.
• 401k matching.
• Commuter benefits.
• Flexible PTO policy.
• Opportunities to grow and perform in a fast-paced environment alongside a stellar team.

Pay

The salary range for this position is competitive and will be commensurate with the candidate's experience, qualifications, and industry knowledge, ranging between $155,000 to $190,000 annually. In addition to the base salary, we offer an attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company.

Schedule

To ensure smooth collaboration with the Boston-based team, we are limiting to Eastern/Central timezones with the expectation that it will be Boston hours. Additionally, they must be within 1 hour of a medium hub/ large airport with multiple daily flights to Boston. We are targeting the broader New England area to start as we expect that the candidate to have frequent travel to Boston for onboarding and ongoing collaboration.