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Headway

Staff Software Engineer, Provider

Headway is hiring a Staff Software Engineer, Provider for a remote role open to applicants in United States. It pays $265k-$331k a year and Level rates it ; you can apply on Headway.

Level's read on this job

  • Level rates this software engineer role Little AI ●○○○: aI is not part of the work.
  • Pay on this posting starts 58% higher than the typical software engineer posting on Level.
  • This is listed as a remote role.
  • The posting mentions AI agents among its tools and skills.
  • Headway has 89 other open roles on Level.

AI in this role

ai-agents

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

Most therapists who join Headway bring their own clients, through referrals, directories, their own websites, and word of mouth. The Provider-Sourced Clients (PSC) team builds the products that help providers fill their caseload and run their whole practice on Headway. We're building growth tools providers actively use: AI agents that answer and convert patient inquiries, tools that make moving an existing caseload to Headway effortless, marketing tools for clinicians who aren't marketers, and routing that gets every patient to the right provider in our network.

You'll own the architecture behind how Headway helps providers capture, convert, and keep their own clients. You'll design the platform to support lead management, lead technical direction on porting and caseload tooling, and work with product and data to decide which bets to make and how to measure them. The role is highly cross-functional: you'll partner with product, design, data, Sales, CX, and pricing teams, and your work will directly drive one of Headway's top company goals.

Who you are

  • A systems thinker who designs platforms that several teams build on and guides others through them

  • An engineer who has shipped AI-powered, user-facing products and knows what makes them reliable

  • A product-minded partner who cares about outcomes and will kill a project that isn't moving the metric

  • A communicator who makes technical trade-offs legible to non-technical partners

  • A leader who earns influence through technical depth and leaves teams stronger than they found them

Experience we're seeking

  • 8+ years of software engineering experience

  • Built and scaled user-facing products in a marketplace, vertical SaaS, or health-tech environment

  • Shipped LLM-powered agents or workflows in production, including evals, guardrails, and human-in-the-loop design

  • Experience with data-heavy onboarding: imports, migrations, CRM/lead systems, or integrations with third-party systems

  • Comfortable running experiments and instrumenting product impact

  • Demonstrated ability to shape technical direction across teams without direct authority

  • Nice to have: healthcare or insurance domain experience

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

Staff Software Engineer, Provider at Headway rates 18 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.

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Pay

This job starts at
$265k
Typical software engineer job
$168k

This posting starts 58% above the typical software engineer job. See software engineer jobs

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