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Headway pays a median of $214K ($174K–$251K) across 81 public job postings (2025–2026).
Median: $214K · Based on 81 public Headway job postings · Updated October 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.
80% of Headway's disclosed-pay roles are remote-friendly.
Most-required skills across these postings: Python (13) · AWS (12) · TypeScript (11) · PostgreSQL (11) · Redis (11) · FastAPI (10) · SQL (9) · React (9) · Kafka (9) · Next.js (7).
Commonly listed: mental-health (81) · dental (45) · hsa-fsa (45) · 401k (45) · pto (45) · parental (45) · gym (43) · vision (42).
Headway is 501–1,000 employees · founded 2015 · HQ New York, New York. This context shapes pay: later-stage, well-funded companies tend to anchor base salary higher.
Roles typically ask for around 6 years of experience (up to 15+ for the most senior). Most postings don't state a degree requirement; of the 6 that do, PhD and Associate's and Bachelor's are most common.
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; 99% of these postings reference equity (rsu). Equity is not included in the medians above.
Beyond the posted-range midpoint, postings indicate: 1% of roles list a bonus; 100% include commission; common structures: salaried. Bonus, commission, and equity vary by role and are not included in the base medians above.
Headway has 81 open roles right now, and this benchmark draws on 81 public job postings with disclosed pay. 32 of these roles were first seen in the last 30 days (81 in the last 90).
Compare Headway's pay with companies in the same space:
| Company | Median pay | vs Headway | Stage |
|---|---|---|---|
| Accenture Federal Services | $149K | ↓ -31% | — |
| OpenAI | $308K | ↑ +44% | Late Stage |
| Databricks | $216K | ↑ +1% | Series J |
| Gartner | $151K | ↓ -30% | Public |
| CoreWeave | $184K | ↓ -14% | Public |
| ICF | $121K | ↓ -44% | Public |
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What does Headway pay?
The median pay is $214K, with a typical range of $174K–$251K, based on 81 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 Product Manager, at $262K–$376K base.
Which team pays the most at Headway?
The all cost centers team, at a $214K median.
Where does this data come from?
Public job postings on company career pages and public job boards — no private placement or client data.
Posted-range midpoints (USD) aggregated from 81 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 October 25, 2026.
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