New The Skills of Tomorrow: how AI-exposed is every skill in 2026? See the data →
Headway

Principal Product Designer, Payer

Headway
Apply →
remote senior full-time $249,600 - $312,000 New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States

First indexed 14 May 2026

Description

We're looking for a Principal Product Designer to join our Payer group, where you'll be responsible for designing experiences that uphold trust with patients, providers, and payers. As a group lead, you'll partner with the Head of Payer Product and Engineering Director to define the payer strategy and roadmap. You'll translate regulatory requirements and clinical standards into intuitive, human-centered experiences that make complex requirements feel manageable.

In this role, you'll:

  • Operate as a group lead in close partnership with Head of payer product and Eng director to define the payer strategy and roadmap.
  • Translate regulatory requirements and clinical standards into intuitive, human-centered experiences that make complex requirements feel manageable.
  • Design for multiple audiences: providers receiving feedback, and payers evaluating our network.
  • Start in planning mode, use tools like Claude.ai and internal AI platform to clarify the problem space, understand data, and initial assumptions.
  • Prototype with Claude Code/Cursor and MagicPattern to build and iterate on the flows and Information Architecture.
  • Conduct research and directly talk to customers to validate the solution for most of BAU projects with the research team’s support.
  • Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team.

You'll be a great fit if you:

  • Have deep experience building complex systems with strong craft - 8+ years as a product designer, with experience designing for operational tools, regulated workflows, or multi-sided platforms.
  • You've shipped products that balance competing constraints,user needs, business requirements, regulatory obligations.
  • Your visual and interaction design work is polished and precise.
  • You know that good craft isn't decorative,it's the grammar that makes complex systems understandable and usable.
  • Thrive in complexity and ambiguity - You're comfortable with incomplete requirements and use design to help clarify and define the problem.
  • You can scope work appropriately, knowing when to prototype quickly and when to invest in thorough exploration.
  • You balance strategic thinking with hands-on execution,you can develop the vision and then roll up your sleeves to execute it.
  • You’re AI fluent - You’re actively using AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code.

The expected base pay range for this position is $249,600 - $312,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

This listing is enriched and indexed by YubHub. To apply, use the employer's original posting: https://job-boards.greenhouse.io/headway/jobs/5994570004