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 Design Systems at HeadwayOur design system Helix enables two sides of our product: our consumer marketplace helping patients find therapists, and our EHR that helps therapists run their day to day practice. It supports a broad range of use cases from engaging brand moments, consumer apps, and a SAAS product. We have a large product organization that is eager to leverage Helix, and they're looking for a strong design system partner to help raise the level of craft across the whole experience.
Our design team works AI-first. Designers use Claude Code and Claude Design to prototype and stay involved through launch and iteration. We want to build a design system that empowers teams to use Helix with AI tooling, and think differently about how we build a system to support AI first workflows.
We're currently rebuilding Helix from the ground up this year across all our tokens, components, and documentation. This is an exciting moment to shape the new direction for how Helix evolves.
About the RoleYou'll be the second designer on Design Systems, partnering closely with our design systems lead. You’re someone who holds a high bar on design craft and has the technical depth to back it up. You lead with design: visual craft, systems thinking, and a point of view on quality. You also understand how the system gets built, from the way tokens are structured to how a component API holds up once every product team is building on it. You feel at home in React and Tailwind, and you're comfortable building the simpler components yourself.
In this role, you will:Component design: Design flexible, scalable components and hold the bar on typography, spacing, color, states, and density. Ship specs an engineer can build from without a follow-up meeting, and Figma library components with variants and properties wired up.
Tokens and theming: Shape the semantic token architecture and the theming spec that maps it across surfaces with very different needs, from a consumer marketplace to a dense internal ops tool.
Documentation: Write documentation a designer, an engineer, and a coding agent can each act on.
Partnership with product teams: Work with product designers and engineers on their design system needs, advocate for the right ways to use Helix, and write the migration plans teams follow when a component changes shape.
Accessibility: Champion accessibility and hold Helix to that bar.
5+ years designing digital products, including at least two on a design system used by multiple teams.
You lead on visual craft and advocate for it across the team. Typography, spacing, color, states, and density are the details you care about getting right.
You're energized by being the person who unblocks others, and you can tell the difference between a one-off request and a signal about a gap in the system.
You like making the system legible. Clear documentation and well-chosen patterns are how you scale your own work.
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
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.
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.
Skills Required
- 8+ years of product design experience
- Experience designing multi-user systems with role-based permissions (admins, owners, supervisees)
- 0→1 product experience: launching new product lines and taking areas from concept to scale
- Experience designing for platforms or marketplaces, balancing segment-specific needs with platform consistency
- Strong visual and interaction design craft across onboarding, activation, dashboards, and operational workflows
- Comfort partnering with Sales and Customer Success as core stakeholders and translating customer insights into product design
- Comfortable using AI prototyping tools (Claude, Claude Code, Cursor, MagicPatterns) and integrating AI into design workflow
- Ability to think like a business builder and connect design decisions to revenue and prioritization
Headway Compensation & Benefits Highlights
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Healthcare Strength — Multiple Cigna medical, dental, and vision options with most premiums covered, plus employer‑paid life and disability, indicate robust coverage. Transgender‑inclusive care and FSAs further strengthen the package.
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Parental & Family Support — Up to 16 weeks of fully paid parental leave with day‑one eligibility and inclusive family‑forming benefits via Carrot Fertility signal strong support for caregivers. This breadth spans birthing, adoptive, and foster scenarios.
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Wellbeing & Lifestyle Benefits — A dedicated mental‑health HRA reimbursing therapy costs up to $2,100 per year and an EAP underscore meaningful wellbeing investment. Remote‑first setup with home‑office, telecom, commuter support, and periodic office lunches adds day‑to‑day flexibility.
Headway Insights
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 60,000 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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Headway Offices
Remote Workspace
Employees work remotely.
Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle.







