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Headway

Senior Product Designer, Provider Acquisition

Headway is hiring a Senior Product Designer, Provider Acquisition for a remote role open to applicants in United States. It pays $180k-$225k a year and Level rates it ; you can apply on Headway.

Level's read on this job

  • On Level's scale, this role is Little AI ●○○○: aI is not part of the work.
  • This is listed as a remote role.
  • The posting mentions Claude, Cursor and Claude Code among its tools and skills.
  • Level classes it as a senior role.
  • Headway has 92 other open roles on Level.

AI in this role

ClaudeCursorClaude Code
ai-automation

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:

Every patient booking on Headway depends on the right providers being on the platform. The Provider Growth team owns that top-of-funnel: getting qualified providers to discover, evaluate, and choose Headway, then guiding them from lead to activated. This is the first embedded design role on the Acquisition pod.

This role sits at the highest-leverage part of the provider funnel and spans two surfaces: the external provider-facing experience and the internal tooling that powers it. You'll partner with Creative on a provider rebrand and landing page, own the lead form that turns interest into a signed-up provider, and design the internal agentic PGA (sales) tooling.

The through-line is conversion: you'll own lifting SQL → Intake-Complete conversion, diagnosing drop-off and running experiments across the funnel.

Our design team works AI-first. Designers use Claude Code and Cursor to prototype and stay involved through launch and iteration, directly in code. We want designers who already work this way and treat AI as a primary part of their practice.

What You'll Own:

  • Provider rebrand & landing page. Partner with Creative to design a premium, high-converting provider landing experience and evolve the provider-facing brand.

  • Lead form & acquisition entry. Own the lead/application entry point, with a focus on low-friction, high-trust, and built to convert.

  • PGA enablement & agentic tooling. Design real-time signals and agentic experiences that help every Provider Growth Associate coach providers through the funnel, turning the best PGA playbook into product.

  • Funnel conversion. Diagnose SQL→IC drop-off, form hypotheses, and run experiments that move the number.

  • Research & craft. Talk to providers and PGAs with the research team's support; raise the craft bar and contribute patterns to the Helix design system.

You'll Be A Great Fit If You:

  • Have 5+ years of product design experience, with real time spent on conversion, growth, or acquisition work.

  • Bring exceptional visual and interaction design craft. You produce polished, high-quality work for public-facing surfaces and care deeply about the details.

  • Think in funnels. You know how to diagnose drop-off and get excited when a design change moves a metric.

  • Have designed agentic or AI-powered workflows such as real-time decision support or intelligent automation.

  • Partner fluently across functions, especially with Creative/brand, PM, and Eng.

  • 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.

  • Want your work to make a meaningful difference in people's lives — this role directly shapes how many providers join Headway, and how many patients get access to affordable mental healthcare.

Compensation

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.

Comprehensive benefits:

Medical, dental, vision, HSA/FSA, 401(k) including match for 2027!, Carrot Fertility reimbursement, and paid parental, medical and caregiver leave.

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.

How we rate this

Senior Product Designer, Provider Acquisition at Headway rates 21 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.

Classification

Little AI. AI is not part of the work.

  1. ●●●● Builds AI80 to 100
  2. ●●●○ Works on AI60 to 79
  3. ●●○○ Uses AI40 to 59
  4. ●○○○ Little AI0 to 39

Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.

Prepare for this job

Built from this posting and from similar jobs on Level.

Skills and AI tools this role asks for

AI AutomationClaudeCursorClaude Code

Questions you could be asked

  1. Tell me about a workflow you automated with AI tools, end to end.
  2. Walk me through how you've used Claude in your day-to-day work.
  3. What are the limits of Cursor that you've run into, and how did you work around them?
  4. What's a project where you used Claude Code hands-on?

Adapt your resume

  • List these exact terms on your resume: AI Automation, Claude, Cursor, and Claude Code. An applicant tracking system matches the wording, not the idea.
  • Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.

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