Full-Time

GM & Head of Patient Product

Posted on 8/20/2025

Headway

Headway

1,001-5,000 employees

Connects patients with in-network therapists

Compensation Overview

$297.5k - $350k/yr

+ Variable Compensation + Equity Grant

Seattle, WA, USA + 2 more

More locations: San Francisco, CA, USA | New York, NY, USA

Hybrid

Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle.

Category
Software Engineering (2)
,
Required Skills
LLM
Requirements
  • 10+ years of experience building net new consumer growth products or core product experiences with 6+ years of people management experience
  • Experience leading product strategy and roadmaps for consumer growth
  • Ability to own P&L for patient/marketplace business
  • Experience driving top-of-funnel acquisition and core experience improvements
  • Experience deploying cutting-edge LLMs and semantic search for matching problems
  • Strong cross-functional leadership with design, engineering, data, business development, GTM
  • Excellent user empathy and ability to ship data-driven product experiences
  • Ability to thrive in ambiguity and fast-paced environment
  • Excellent communication and leadership skills
  • Bachelor's degree or equivalent experience in relevant field
Responsibilities
  • Own the Patient/Marketplace business and product, including managing the associate P&L
  • Drive top-of-funnel acquisition and core experience improvements
  • Lead cross-functional teams to deliver measurable growth
  • Deploy cutting-edge LLMs + semantic search to solve highly complex matching problems
  • Partner with major health systems with the goal of having every major system in the U.S. referring patients to Headway
  • Craft delightful, data-driven product experiences to ensure our patients get high-quality care quickly
  • Develop a vision and strategy for how we engage and support patients throughout their mental health journey
  • Work closely with design, engineering, data, business development, GTM, and other cross-functional partners to learn and ship quickly
  • Deeply understand and embody the voice of our patients while staying close to your team of PMs to quickly build and iterate on products for the patient journey
Desired Qualifications
  • Experience scaling consumer marketplaces
  • Experience in healthcare or health tech
  • Experience leading with a patient-first mindset
  • Track record of delivering measurable growth in consumer products
  • Experience with AI/machine learning-based recommendations and matching systems

Headway builds a platform that makes mental healthcare easier to access and afford. For individuals, it helps users find therapists and psychiatrists who accept their insurance, letting them filter by preferences and compare thousands of providers so out-of-pocket costs are lower. For providers, it reduces administrative work related to insurance, enabling in-network care without the bureaucratic hassle. The product connects patients and providers through insurance-enabled matching and handles the related paperwork and billing so care can be more affordable and straightforward. Unlike networks that only list providers, Headway actively streamlines both sides of the process by coordinating with health plans and practices to maximize in-network care. The goal is to create a system where finding, paying for, and receiving therapy is simple, affordable, and accessible for more people.

Company Size

1,001-5,000

Company Stage

Late Stage VC

Total Funding

$327M

Headquarters

New York City, New York

Founded

2019

Simplify Jobs

Simplify's Take

What believers are saying

  • Headway raised $100M Series D at $2.3B valuation from Spark Capital.
  • Headway partners with Cigna and Blues to cover all 50 states.
  • Headway acquires Tezi team to advance human-centered AI in care.

What critics are saying

  • Grow Therapy undercuts Headway by accepting Medicaid and Medicare.
  • Lyra Health's denser psychiatrist network causes Headway patient abandonment.
  • Spring Health dominates employer plans with integrated Medicaid support.

What makes Headway unique

  • Headway connects patients to 34,000 insurance-accepting providers nationwide.
  • Headway handles insurance paperwork, freeing providers for patient care.
  • Headway integrates AI-assisted notes and telehealth in expanded EHR.

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Benefits

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 Paid Time Off

Employee Assistance Program (EAP)

Training and professional development

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

1%
PR Newswire
Mar 31st, 2026
Headway Acquires Team Behind Tezi to Advance Human-Centered AI in Mental Health Care

/PRNewswire/ -- Headway, the company building a new mental healthcare system that everyone can access, today announced the acquisition of the team behind Tezi,...

GIANT Health
Sep 9th, 2025
Headway expands EHR with AI-assisted notes, embedded telehealth

Headway, a platform connecting patients with mental health providers covered by insurance, announced expanded EHR features for providers.

FxDailyInfo
May 25th, 2025
Headway Recognized as The Best Global Forex Broker 2025

May 25, 2025 - ForexDailyInfo.com, a leading authority in the forex industry, is proud to announce that Headway has been officially awarded the prestigious title of "The Best Global Forex Broker 2025".

Headway
Apr 4th, 2025
New Award: Headway Recognized for the Best Partners Program 2025

Last month, Headway received a brand-new award - "Best Partners Program 2025."

Nava Benefits
Mar 6th, 2025
Nava + Headway: redefining access to mental healthcare

That's why navabenefits.com is thrilled to announce its partnership with Headway, a company redefining how mental healthcare is delivered.

INACTIVE