Senior / Staff Product Designer - Patient

Headway•New York, NY

4d•$180,000 - $265,000•Remote

About The Position

Headway is building a new mental healthcare system that is accessible and affordable for everyone. We started by solving the biggest barrier to care: insurance, by automating the administrative work involved. Now, with over 75,000 providers and over 1 million patients served, we are expanding our tools for therapists, reimagining the process of finding a therapist, and building the platform foundations for scale. We are a Series D company with significant funding, seeking exceptional individuals to help us achieve our mission and make this the most meaningful experience of their careers.

Requirements

5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact (Senior).
Experience designing consumer or patient-facing products where the quality of the experience directly affects whether people get help (Senior).
Systems thinker who can take a complex, state-heavy problem and shape it into a coherent, simple experience (Senior).
Product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap (Senior).
Fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something (Senior).
Fluent with AI prototyping tools and treat them as core to how you work (Senior).
Motivated by Headway's mission of making mental healthcare accessible and affordable (Senior).
8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact (Staff).
Done real 0→1 work. You've defined a patient-facing product surface from scratch, and you're comfortable when the requirements aren't written yet (Staff).
Designed agentic or AI-powered workflows: conversational flows, intelligent recommendations, or replacing a manual step in the care journey with an AI-driven one (Staff).
Systems thinker who can hold a stateful, multi-actor patient experience in your head and design with awareness of the full pipeline (Staff).
Elevated the designers around you through mentorship, critique, or the quality of your own work (Staff).

Responsibilities

Own the patient product experience end to end, from problem framing through launch and iteration.
Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice.
Partner closely with product managers, engineers, and researchers.
Design for the moments that matter most in a patient's journey: finding a provider, understanding their benefits, booking an appointment, and staying engaged in care.
Run experiments with clear success metrics.
Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.
Lead both 0→1 and at-scale work (Staff level).
Design AI-native patient experiences: conversational flows, intelligent matching, and agentic care navigation that replace manual processes outright (Staff level).
Set the standard for AI-native practice on the design team (Staff level).
Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice (Staff level).
Influence product direction with design rationale, research, and storytelling (Staff level).

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