1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare 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.
About The Role:
Most providers don't get their patients from Headway. They get them from their own website, from Psychology Today, from word of mouth, from a colleague's referral — and then they bring them to Headway. These provider-sourced patients are roughly 70% of all new patients on the platform.
Today, we have limited support for providers to manage their prospects. A provider adds a client, and from there the experience is largely passive — with little visibility into where someone is stuck, or what to do next. This role will lead the design of the provider CRM: turning the client list from a static intake form into a living prospect pipeline, and building the AI layer on top of it — a front desk and scheduling assistant that answers inquiries, books appointments, and follows up, so a solo therapist gets the operational leverage of a practice manager that they don't have to hire.
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.
In This Role, You Will:
Own the provider CRM experience from the moment a prospect reaches a provider through to an active patient in care. You'll be the design anchor for the Provider Sourced Patients pod, partnering with PM and Eng on one of the largest growth levers at the company.
Design the client list as a prospect pipeline — stages, status, drop-off signals, and the actions a provider takes at each step. This surface barely exists today; the first job is defining what it should be, not polishing what's there.
Design an AI front desk and scheduling assistant that handles inquiries, booking, and follow-up on a provider's behalf. You'll define new interaction patterns, trust signals, and automation boundaries — including how the system behaves when it's uncertain or wrong, with a real patient on the other end.
Design for genuinely different providers — practice starters and veterans, therapists and prescribers, solo practitioners and group practices — each with different prospect behavior, without fragmenting the experience.
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. Let AI generate the pixels and code while you define the right 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. Understand where prospects actually come from, why they don't convert, and where automation helps vs. hinders.
Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team.
You'll Be A Great Fit If You:
Have 8+ years of product design experience, with significant time spent on CRM, pipeline, operational, or marketplace product work.
Have done real 0→1 work — you've defined a product surface rather than only improving an existing one, and you're comfortable when the requirements aren't written yet.
Think in funnels — you know how to diagnose drop-off, and you get excited when a design change moves a metric.
Are a systems thinker who can hold a stateful, multi-actor experience in your head — provider, prospect, patient, and the scheduling and eligibility machinery behind them — and 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 shapes how many people looking for a therapist actually make it into care.
Compensation & Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
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.
Benefits offered include:
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
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. 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.
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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.