Senior / Staff Product Designer - Patient

About the Position

Senior / Staff Product Designer - Patient

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

Headway’s mission is to fix the mental healthcare system by building a new system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

Responsibilities

Senior:

• Own the patient product experience end to end, from problem framing through launch and iteration. You're the primary design voice on your team.
• Prototype and test ideas quickly with AI tools. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.
• Partner closely with product managers, engineers, and researchers. You shape what gets built, including scope and priority.
• 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. You measure conversion, retention, and task completion, and you treat a negative result as a finding.
• Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.

Staff (in addition to Senior responsibilities):

• Lead both 0→1 and at-scale work. You’ll launch new patient surfaces and meaningfully improve what's already running at scale.
• Design AI-native patient experiences: conversational flows, intelligent matching, and agentic care navigation that replace manual processes outright.
• Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.
• Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice.
• Influence product direction with design rationale, research, and storytelling. Shaping the patient roadmap is part of the job.

Requirements

Senior:

• 5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact.
• Experience designing consumer or patient-facing products where the quality of the experience directly affects whether people get help.
• Systems thinker who can take a complex, state-heavy problem and shape it into a coherent, simple experience.
• Product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.
• Fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something.
• Fluent with AI prototyping tools and treat them as core to how you work.
• Motivated by Headway's mission of making mental healthcare accessible and affordable.

Staff (all of the above, plus):

• 8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact.
• 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.
• Designed agentic or AI-powered workflows: conversational flows, intelligent recommendations, or replacing a manual step in the care journey with an AI-driven one.
• Systems thinker who can hold a stateful, multi-actor patient experience in your head and design with awareness of the full pipeline.
• Elevated the designers around you through mentorship, critique, or the quality of your own work.

We Offer

• Compensation: $180,000 - $265,000 based on experience and level.
• 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

About the Company

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway participates in E-Verify. To learn more, click here.

A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.