Headway jobs, careers, and hiring context

Explore Headway careers: 74 open roles hiring now. Find jobs at Headway with direct links to apply. Funding stage: Series D. Headcount: 501-1000. Headway operates a three-sided marketplace that lets therapists and psychiatrists accept insurance without the administrative burden, handling credentialing, billing, and claims on their behalf. Patients search the network for in-network providers and book virtual or in-person sessions online. The company covers all 50 states with tens of thousands of in-network providers across 40+ health plans.

This page summarizes open roles, company profile signals, and official application paths so candidates can quickly evaluate fit before applying. Use the role list below to identify team focus, review location patterns, and jump to source listings. For broader comparison across the market, continue to the full company directory and jobs explorer.

Browse all jobsBack to companies
Open roles
74
Funding stage
Series D
Total funding
$325.5M

Key facts

Headway is a Series D stage AI startup, founded in 2019, with $325.5M in total disclosed funding. Its most recent round was a $100M Series D in Jul 2024. It currently lists 74 open roles across Remote, New York City, San Francisco, CA, +3 more. Source: Fast AI Jobs company dataset, updated Oct 2026.

Related topic tags

HealthcareInsuranceMarketplaceTelehealth

Sample open roles from this company

Role links below go directly to official listing pages. Use them as a fast path while the full interactive view loads.

More Series D AI startups hiring

Legora (283)K2 Space (255)True Anomaly (206)Fivetran (192)Base Power (184)Checkout.com (166)

Company profile last updated on Sep 27, 2026.