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Headway

Health Tech & Medtech · New York City, United States · Founded 2017 Unicorn

Building out a marketplace with a network of therapists to take care of the insurance stuff so people can get access to quality mental healthcare

Valuation
$1–2.5B
Latest valuation · 2026
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Revenue
$100–500M
Latest reported FY
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Headcount
2–5k
Current team size
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Investors

12 investors on Headway's cap table

Sourced from Dealroom's funding history. Investor profile links are shown where available.

Series A 3 investors entered at this stage
Series B+ 3 investors entered at this stage
Andreessen Horowitz
Health Care Service Corporation
Spark Capital

Ownership

Who owns Headway

Estimated cap table from Dealroom's shareholder data — share of equity by holder. Stakes as last recorded by Dealroom (2026). Percentages are indicative.

26.5% Founders

Some investors are hidden on this public profile. See the full cap table on Dealroom →

Global footprint

Where Headway has talent and traffic

Workforce by country
10 countries with
team presence
🇺🇸 United States98.8%
🇬🇧 United Kingdom0.3%
🇵🇭 Philippines0.2%
🇮🇪 Ireland0.1%
🇨🇦 Canada0.1%
Top 5 of 10 shown
Web traffic by country
7M monthly visits
across markets
🇺🇸 United States98.6%
🇨🇦 Canada0.2%
🇮🇱 Israel0.2%
🇲🇽 Mexico0.1%
🇩🇪 Germany0.1%
Top 5 markets shown

Talent graph

The shape of Headway's talent

Dealroom maps Headway's team person by person — pinpointing the standout operators and scoring them across the six dimensions investors underwrite. The counts and shape below are a public preview; the named individuals and exact scores live in the platform.

23 standout operatorsDealroom-flagged across the org
4 AI specialistspinpointed by name
4,128 employees mappedperson by person
DimensionScore
AI Talentlive Score hidden — book a demo
Engineering Score hidden — book a demo
Product Score hidden — book a demo
Go-to-market Score hidden — book a demo
Leadership Score hidden — book a demo
Research Score hidden — book a demo
Book a demo to unlock Headway's exact scores

Source: Dealroom Talent Intelligence. Public profiles show counts and the team's shape only — request a demo for the named individuals, per-person seniority and tenure, and team benchmarks vs peers.

Market sentiment

What the market is saying about Headway

An AI-synthesized read of the highest-engagement posts about Headway on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

See Headway on the full Dealroom platform

Live deal flow, founder pedigree, hiring signals, revenue trajectory, and the full cap table.