About the Team & Role

Not every patient finds Headway through a Google search. Millions discover us through their employer's Employee Assistance Program (EAP), a health system referral, or a payer's provider directory. These partnership-driven channels are among Headway's fastest-growing, and they need a designer who can make the handoff from a third party into care feel seamless, trustworthy, and human.

As a Senior Product Designer on the Patient team, you'll own the patient experience across our three partnership channels: Health Systems, EAP, and Payer Partnerships. Your work spans the full range, from inventing new products from scratch to scaling proven ones across new partners and segments. You'll be the only designer in the room for these channels, shaping what gets built, not just how it looks. You'll present prototypes directly in partner meetings that influence multi-million-dollar relationships.

You'll partner closely with a Staff PM, engineering, and cross-functional teams including Payer Relations, Health System BD, and Ops. You'll report to the Director of Product Design for Patient.

We're building an AI-first design team at Headway. Designers use AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code. You'll start in planning mode, using Claude.ai to clarify the problem space and test assumptions. You'll prototype with Claude Code/Cursor and MagicPatterns to build and iterate on flows, letting AI generate the pixels and code while you define the right patterns, behaviors, and quality. We're looking for designers who are already working this way and see AI as a primary part of their workflow.

What You'll Own

• Health Systems. Design and scale the referral-to-booking experience for patients arriving through health system partners. This includes our Booking Assistant (BA) tool, referrer-facing dashboards, and new intake flows as we expand to more health systems.
• EAP. Design experiences for patients accessing care through employer EAP benefits. This includes onboarding flows for new payer EAP programs, a major experience redesign to help patients take advantage of free EAP sessions, and early-stage product exploration.
• Payer Partnerships. Create co-branded patient journeys and landing pages, improve provider directory discoverability, and optimize conversion for patients arriving through payer channels.
• Experimentation. Run sustained, multi-sprint experiments to close the conversion gap between partnership-sourced and organic patients.

You'd be a great fit if...

• You've designed consumer experiences within B2B2C or platform constraints. You know how to make a third-party handoff feel native and trustworthy.
• You bring product strategy instinct, not just design craft. You proactively shape what to build based on customer insights, not just execute what PM hands you.
• You're fluent in experimentation. You've run multi-sprint experiment arcs with real conversion and retention metrics, and you treat negative results as learning.
• You thrive in ambiguity. "Figure out what to build" energizes you more than "make this look better."
• You communicate design decisions to non-design stakeholders (BD, Ops, partner teams) with ease, and you've used prototypes as persuasion tools.
• You're excited to work in an AI-native design environment. Our team prototypes in MagicPatterns, Cursor, and Claude Code, with working demos as the primary artifact.

Compensation and Benefits:

The expected base pay range for this position is $180,000 - $225,000, 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