Staff Product Designer, Group Practices

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. 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, looking for exceptional people to help us achieve this mission. ABOUT THE ROLE: Group practices are one of Headway's biggest growth levers and one of its most complex design challenges. 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. Our design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase.

Responsibilities

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; You prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar; Partner closely with Sales and Customer Success, who have deep relationships with group practice customers and 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.

Requirements

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 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.

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