Headway Salary

💰 $183K–$268K salary range

Median: $239K  ·  Based on 59 public Headway job postings  ·  Updated June 25, 2026

This Headway salary benchmark is built from public job postings — no private placement data. Figures reflect base salary only (equity is separate) and are refreshed as new postings are collected.

📊 Salary breakdown

Highest-paying open roles at Headway

• Director, Engineering (Patient) — $300K–$375K · All Cost Centers
• Principal Product Manager — $300K–$375K · Product Management
• Staff Product Manager, AI Patient Experience — $265K–$332K · Product Management
• Staff Product Manager, Pricing — $265K–$332K · Product Management
• Staff Product Manager, AI Platform — $265K–$332K · Product Management
• Staff Backend Software Engineer (Revenue Engine) — $265K–$332K · All Cost Centers
• Staff Software Engineer (Payer) — $265K–$332K · All Cost Centers
• Staff Product Manager — $262K–$332K · Product Management
• Staff Fullstack Software Engineer (Provider) — $264K–$330K · Engineering
• Head of Patient Growth Marketing — $251K–$314K · Marketing

Headway salary by department

• product management: $298K median · $375K top base — Principal Product Manager (view JD) (5 roles)
• design: $260K median · $312K top base — Principal Product Designer, Payer (view JD) (6 roles)
• data: $239K median · $312K top base — Senior Staff Data Scientist - Bayesian Experimentation & Causal Inference (view JD) (9 roles)
• all cost centers: $217K median · $375K top base — Director, Engineering (Patient) (view JD) (31 roles)

Headway salary by seniority

• Senior: $203K median · $280K top base — Senior Counsel, Regulatory (view JD) (16)
• Staff: $247K median · $375K top base — Principal Product Manager (view JD) (22)

Headway salary — lead & management

• Lead: $135K median · $190K top base — Applied AI Lead, Rev Ops (view JD) (5)
• Manager: $218K median · $279K top base — Engineering Manager (Provider) (view JD) (6)
• Director: $281K median · $375K top base — Director, Engineering (Patient) (view JD) (9)

Headway salary by location

• New York: $239K median · $375K top base — Director, Engineering (Patient) (view JD) (31 roles)
• San Francisco: $266K median · $312K top base — Design Director, Core Insurance & Design Systems (view JD) (4 roles)

Remote work at Headway

0% of Headway's disclosed-pay roles are remote-friendly.

About Headway

Headway is Series D stage · 501–1,000 employees · founded 2019 · HQ Nicosia, Nicosia. This context shapes pay: later-stage, well-funded companies tend to anchor base salary higher.

Experience & background at Headway

Roles typically ask for around 7 years of experience (up to 12+ for the most senior). Most postings don't state a degree requirement; of the 1 that do, PhD is most common.

Posted pay vs. total compensation

The figures on this page are the midpoint of each posting's advertised salary range (which, for commission roles, includes on-target earnings). Equity is a separate — and often large — component of total compensation, especially at high-growth and AI-native companies; 95% of these postings reference equity. Equity is not included in the medians above.

Headway hiring activity

Headway has 59 open roles right now, and this benchmark draws on 59 public job postings with disclosed pay. 59 of these roles were first seen in the last 30 days (59 in the last 90).

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Common questions

What does Headway pay?
The median pay is $239K, with a typical range of $183K–$268K, based on 59 public job postings (2025–2026). Base only — equity is separate.

What is the highest-paying job at Headway?
One of the highest-paying open roles is Director, Engineering (Patient), at $300K–$375K base.

Which team pays the most at Headway?
The product management team, at a $298K median.

Where does this data come from?
Public job postings on company career pages and public job boards — no private placement or client data.

Methodology

Posted-range midpoints (USD) aggregated from 59 public Headway job postings (2025–2026). Range = 25th–75th percentile; median = 50th percentile. Roles, departments, skills, and experience are parsed from the postings. Base salary only — equity excluded. Last refreshed June 25, 2026.

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