Staff Product Designer Group Practices

Group practices are one of Headway's biggest growth levers — and one of its most complex design challenges. Unlike solo providers group practices operate through owners admins supervisors and supervisees each with different permissions workflows and goals. A single group practice might onboard dozens of providers simultaneously manage supervisory billing relationships across multiple states and need practice-level reporting that doesn't exist today.

This is also a massive business opportunity. Supervisory billing — enabling provisionally licensed therapists to bill insurance through Headway — represents a ~250K new provider TAM and over $100M in annual revenue potential. It's the #2 reason we lose group practice sales (after rates) and we're just getting started: we launched in-product onboarding in Q1 and are expanding state-by-state throughout 2026.

As a Staff Product Designer for Group Practices you'll be the design anchor for the only segment-based pod at Headway. You won't just own a surface — you'll own a customer. That means designing across the full lifecycle: from how group practices discover and join Headway to how they onboard and activate supervisees to how they manage packaging tiers and track practice performance. You'll think like a business builder — understanding the revenue model making sharp prioritization calls and designing product experiences that directly drive growth.

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.

• Own the design of the group practice experience end-to-end — from onboarding and supervisory billing to packaging and SLA compliance to practice management and admin tooling. You're the design anchor for the entire segment.
• Drive supervisory billing from early product to nationwide scale — design the onboarding activation and in-product experience for supervisors and supervisees as we expand from NY to all 50 states.
• Design for admins and owners as your primary persona — build bulk workflows role-based views multi-provider management and practice-level analytics that solo-focused products don't support.
• Adapt platform-wide launches for group practices — when Headway ships packaging identity verification or onboarding improvements you'll ensure they work for the group practice context often requiring fundamentally different design approaches.
• 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.
• Partner closely with Sales and Customer Success who have deep relationships with group practice customers — translate their insights into product direction and design decisions.
• Contribute to the design system and culture share your AI practice prompts and patterns with the design team.

• Have 8+ years of product design experience with significant time spent designing for multi-user systems with different roles and permissions (admins operators end users)
• Have 0→1 product experience — you've designed new product lines validated business models through design or taken a product area from early concept to scale
• Think like a business builder — you understand revenue models can connect design decisions to business outcomes and make sharp prioritization calls about where design effort creates the most value
• Have designed for platforms or marketplaces where segment-specific needs must be balanced with platform consistency — you know when to customize and when to unify
• Bring strong visual and interaction design craft across both growth surfaces (onboarding activation) and product surfaces (dashboards tooling operational workflows)
• Are comfortable partnering with Sales and CS as key stakeholders — not just PM and Eng — and translating customer relationships into product insights
• 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 — by helping group practices thrive on Headway you're expanding access to affordable mental healthcare at scale

Compensation and Benefits:

The expected base pay range for this position is $212000 - $265000 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

What We Do

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 1 in 4 people in the US have a treatable mental health condition but the majority of providers don’t accept insurance making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. Headway was founded in 2019. Since then we’ve grown into a diverse national network of over 60000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz) Accel GV (formerly Google Ventures) Spark Capital Thrive Capital Forerunner Ventures and Health Care Service Corporation.

Why Work With Us

The demand for mental health care has never been higher underscoring the need for solutions like Headway that increase accessibility to clinical care. 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.

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