Staff Product Designer, Provider Onboarding

Headway • New York, NY

6d • Remote

About The Position

Every provider who joins Headway starts with onboarding — a multi-step credentialing process that collects licenses, CAQH data, NPI verification, payer enrollment, and more. Today, only ~20% of qualified providers make it from interest to their first appointment. That gap represents over $100M in unrealized annual revenue and, more importantly, tens of thousands of patients who can't access the care they need. We're not looking to optimize the existing form. We're looking to replace it. This role will lead the design of an AI-agent-powered onboarding experience that fundamentally reimagines how providers join Headway — transforming a high-friction, multi-page credentialing flow into an intelligent, conversational experience that gets providers credentialed and seeing patients faster than they thought possible. We're building an AI-first design team at Headway. Designers are expected to use AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code. We're looking for designers who are already working this way and see AI as a primary part of their workflow.

Requirements

• 8+ years of product design experience, with significant time spent on onboarding, activation, or conversion-focused product work
• Shipped measurable conversion improvements — you think in funnels, know how to diagnose drop-off, and get excited when a design change moves a metric
• 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
• Experience designing agentic or AI-powered workflows — conversational flows, intelligent automation, or replacing manual processes with AI-driven experiences (not just chatbots)
• Strong visual and interaction design craft — you care deeply about the details and can produce polished, high-quality work at speed
• 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

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, enabling providers to go from interest to credentialed with minimal human intervention.
• 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, letting AI generate pixels and code while you define patterns, behaviors, and quality.
• 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, to understand why providers get stuck, what builds their confidence, and where automation helps vs. hinders.
• Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team.

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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed