Jobs at Headway (Now Hiring) — 43 open

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 the Team & Role

Headway partners with hospitals, clinics, and health systems to build referral pathways that get patients into mental health care. Our Care Partnerships (CarePa) team manages these relationships end-to-end: from the first call with a health system BD lead through to ongoing partner success, clinical education, and expansion across hundreds of accounts.

We're hiring an Insights & AI Manager to be the analytical and AI backbone for CarePa and adjacent sales functions. This is a high-visibility IC role sitting at the intersection of data, partner strategy, and AI. You'll build the performance infrastructure Headway sales teams run on, surface the signals that drive partner prioritization decisions, and apply AI to make the team smarter and faster at scale.

This role brings the analytical rigor of a high-performing Revenue Operations function to one of Headway's fastest-growing channels: building the measurement infrastructure, operating cadences, and AI-powered tools that help our Care Partnerships team scale referral volume and deepen relationships with health system partners.

• You will...

  • Identify where AI can move the needle for Care Partnerships and adjacent sales teams: predicting which partner accounts are at risk, prioritizing outreach, and surfacing patterns that distinguish high-performing health system partnerships.

  • Apply AI tools to build self-service analytics that let partner success and business development reps answer their own performance questions

  • Deliver proactive strategic analysis (e.g., referral funnel breakdowns, account health signals, conversion benchmarks by segment) and enable the team to drive against insights

  • Build and own the reporting infrastructure that drives GTM decision-making

  • Instrument new product features from launch so pilots and experiments are high-impact

• You’d be a great fit if…

  • You have 5-7 years of experience in consulting, banking, analytics, or strategy & operations at a growth-stage company; healthcare, marketplace, or revenue operations experience is a plus

  • You have a strong analytical foundation (i.e., fluent in SQL and data modeling, comfortable building metrics from scratch, know what a good operating cadence looks like)

  • You're AI-fluent, with experience applying AI tools to real business problems across sales or go-to-market functions

  • You're a 0→1 builder that can scope ambiguous problems, build infrastructure that doesn't yet exist, and drive adoption without being handed a roadmap.

  • You communicate with clarity and conviction by leading with a point of view, defending it when challenged, and closing the loop

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.

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