Senior Staff Product Designer Provider

1 in 4 people in the US have a treatable mental health condition but most providers dont accept insurance making therapy too expensive for most people. Headways 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. Weve automated that.

But were going further. Over 90000 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 arent just a billing layer; we are becoming the platform where care actually happens.

Were 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 THIS ROLE

Were hiring Senior and Staff Product Designers to own the provider experience at Headway. The work calls for strong craft sharp product instincts deep customer obsession and real fluency in an AI-native environment where prototyping in code is core to the role.

Senior designers bring 5 years of experience and a track record of owning complex surfaces end to end. Staff designers bring 8 years span both 01 and at-scale work and shape how the broader team operates. Both levels partner closely with PMs engineers and researchers and own the outcomes their team ships.

Our design team works AI-first. Designers use Claude Code and Cursor to prototype ideate and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.

THE PROBLEM WERE SOLVING

Therapists lose hours to credentialing documentation scheduling and billing. Were using AI to take that work off their plate and give them more time with patients. Our mission is to help providers build a thriving practice on Headway that practically runs itself on product surfaces that are fast reliable and a delight to use.

YOU WILL

• Own the provider product experience end to end from problem framing through launch and iteration. Youre the primary design voice on your team.

• 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 product managers engineers and researchers. You shape what gets built including scope and priority.

• Design for the workflows providers live in every day: credentialing scheduling clinical documentation and billing. Youll make complex high-stakes tasks fast and reliable.

• Run experiments with clear success metrics. You measure task completion error rates and provider satisfaction and you treat a negative result as a finding.

• Contribute to Helix our design system and share your AI prompts and patterns with the broader design team.

At the Staff level youll also:

• Lead both 01 and at-scale work. Youll launch new provider capabilities and meaningfully improve whats already running at scale.

• Design AI-native provider experiences: agentic documentation intelligent billing automation and workflows that replace manual processes outright.

• Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.

• Mentor other designers raise the craft bar and shape how the design org works through critique design system contributions and shared practice.

• Influence product direction with design rationale research and storytelling. Shaping the provider roadmap is part of the job.

YOULL BE A GREAT FIT IF

Senior:

• You have 5 years of product design experience with a portfolio that shows strong craft structured thinking and measurable business impact.

• You have experience designing B2B or professional tools where users are experts who need efficiency and reliability not hand-holding.

• Youre a systems thinker who can take a complex state-heavy problem and shape it into a coherent experience.

• You bring product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.

• Youre fluent in experimentation. Youve run multi-sprint experiment arcs against real metrics and you design each round to teach you something.

• Youre fluent with AI prototyping tools and treat them as core to how you work.

• Youre motivated by Headways mission of making mental healthcare accessible and affordable.

Staff (all of the above plus):

• You have 8 years of product design experience with a portfolio that shows exceptional craft systems thinking and measurable business impact.

• Youve done real 01 work. Youve defined a provider-facing product surface from scratch and youre comfortable when the requirements arent written yet.

• Youve designed agentic or AI-powered workflows: clinical documentation intelligent billing or replacing a manual provider process end to end with an AI-driven one.

• Youre a systems thinker who can hold a stateful multi-actor provider workflow in your head and design with awareness of the full pipeline.

• Youve elevated the designers around you through mentorship critique or the quality of your own work.

Compensation & Benefits:

The expected base pay range for this position is $180000 - $225000 (Senior) & $212000 - $265000 (Staff) based on a variety of factors including qualifications experience and geographic 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 teams 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 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 @ 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.

Required Experience:

Staff IC