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Staff Product Designer, Provider Onboarding
Headway Remote (🇺🇸 New York, New York, United States of America)
You will own the end-to-end provider onboarding experience, leading the design of an AI-agent-powered onboarding process. This role involves transforming a high-friction credentialing flow into an intelligent, conversational experience.
Responsibilities
- Own the end-to-end provider onboarding experience from lead form submission through credentialing to first appointment
- Be the design anchor for the Onboarding pod, partnering with PM and Eng to drive the biggest conversion lever in our provider funnel
- Design AI-agent-powered intake flows that replace manual, multi-page credentialing forms with intelligent interactions
- Define what agentic onboarding looks like at Headway — new interaction patterns, trust signals, and automation boundaries that don't yet exist in our design system
- Scale our self-serve onboarding vision beyond v2
- Start in planning mode, using tools like Claude.ai to clarify the problem space, understand data, and test initial assumptions
- Prototype with Claude Code/Cursor and MagicPatterns to build and iterate on flows and IAs
- Partner with product & Eng to decide when to move into production
- Conduct research and talk directly to providers to validate solutions, with the research team's support
- Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team
Requirements
- Have 8+ years of product design experience, with significant time spent on onboarding, activation, or conversion-focused product work
- Have shipped measurable conversion improvements — you think in funnels, know how to diagnose drop-off, and get excited when a design change moves a metric
- Are a systems thinker who can reason about how a form redesign connects to CAQH, NPI, payer credentialing, and downstream provider activation — you design with awareness of the full pipeline
- Have experience designing agentic or AI-powered workflows — conversational flows, intelligent automation, or replacing manual processes with AI-driven experiences (not just chatbots)
- Bring strong visual and interaction design craft — you care deeply about the details and can produce polished, high-quality work at speed
- Are comfortable with AI prototyping tools (Claude Code, Cursor, MagicPatterns) and see them as a core part of how you work
- Want your work to make a meaningful difference in people's lives — this role directly impacts how many providers join Headway and how many patients get access to affordable mental healthcare
Benefits
- Equity compensation
- Medical, Dental, and Vision coverage
- HSA / FSA
- 401K
- Work-from-Home Stipend
- Therapy Reimbursement
- 16-week parental leave for eligible employees
- Carrot Fertility annual reimbursement and membership
- 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
- Flexible PTO
- Employee Assistance Program (EAP)
- Training and professional development
Key Skills
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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