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Principal Product Designer, Payer

Headway Remote (🇺🇸 New York, New York, United States of America)

Remote $249,600 - $312,000 Full-time Senior

As a Principal Product Designer, you will lead the design vision and execution for the payer group, focusing on building experiences that uphold trust among patients, providers, and payers. You will translate regulatory requirements into intuitive experiences while collaborating closely with product and engineering teams.

Responsibilities

  • 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
  • Design for multiple audiences: providers receiving feedback, and payers evaluating our network
  • Partner with product & Eng to decide when to move into production

Requirements

  • 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

Benefits

  • Equity compensation
  • Medical, Dental, and Vision coverage
  • HSA / FSA
  • 401K
  • Work-from-Home Stipend
  • Therapy Reimbursement
  • 16-week parental leave for eligible employees

Key Skills

AI fluency Strong craft Experience designing for operational tools, regulated workflows, or multi-sided platforms Visual and interaction design Polished and precise design work Ability to balance competing constraints Experience with design systems Familiarity with AI tools like Claude, Cursor, and MagicPatterns

About Headway

Headway is building a new mental healthcare system that everyone can access making it easy for therapists to accept insurance and grow their practice. 1 in 4 people in the US have a treatable mental health condition, but the vast majority do not get the care they need. The primary reason is cost: the majority of therapists do not accept insurance, meaning paying for therapy is prohibitively expensive for prospective patients. This is where we got our start – Headway has built the first software-enabled network of therapists who accept health insurance, making it easy for therapists to grow their practices, and possible for patients to find quality care they can afford. Headway was founded in 2019 and are now powering 600,000+ appointments per month. To scale its vision, Headway has raised over $325 million in funding from a16z (Andreessen Horowitz), Thrive, Accel, and GV (formerly Google Ventures), Spark Capital, Forerunner Ventures and Health Care Service Corporation. Join us, a

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