Senior Product Designer, Design Systems
- Pay
- $180,000 – $225,000 per year
- Location
- New York, NY
- Job type
- Full-time
- Level
- Director
- Experience
- 5+ years
- Listed
- 23 days ago
Skills & highlights for this role
- design systems
- visual design
- accessibility
- Figma
Stated benefits & perks
- Health
- Dental
- Vision
- 401k
- Parental leave
About the role
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 90,000 providers across all 50 states run their practice on our software, serving over 2.6 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, and building much of it with AI. 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
You'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.
You'll Be a Great Fit If You
- 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
- Headway participates in E-Verify. To learn more,
- 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.
About Design Systems at Headway
Our 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.
Equal opportunity and legal notices
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.
From Headway's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
What is the salary for the Senior Product Designer, Design Systems role at Headway?
The Senior Product Designer, Design Systems posting at Headway states compensation of $180,000 – $225,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Headway's official career site.
Where is the Senior Product Designer, Design Systems job at Headway located?
This Senior Product Designer, Design Systems position at Headway is located in New York, NY. Always check Headway's application page for specific state eligibility or relocation policies.
What qualifications are required for Senior Product Designer, Design Systems at Headway?
For the Senior Product Designer, Design Systems role, Headway highlights 5+ years of relevant experience; experience with design systems, visual design, accessibility, Figma. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Senior Product Designer, Design Systems position at Headway?
This listing links directly to Headway's Ashby application page. You can apply directly on Headway's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.