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Jobs at Headway
Headway has 88 open roles on its own career site, as read by hirly on 3 October 2026 — most of them in United States.
Last updated 3 October 2026 · Headway's career site (opens in a new tab)
- Open roles
- 88
- New, last 7 days
- Not enough history
- New, last 30 days
- Not enough history
- Say remote
- 64%
A role is new on the date its posting gives, and never before hirly first saw it; where a posting gives no date, on the day hirly first saw it. hirly has read Headway's career site since 28 September 2026; where that is not yet long enough to tell new roles from ones that were already there, or the site dates only some of its postings, no figure is shown. 56 of 88 (64%) say remote in their title or location.
Compared with four weeks ago
No trend yet: hirly compares today with its own count from 28 days ago, and shows one only when it has a daily record that long for at least 20 open roles. It has read this career site since 28 September 2026.
By kind of work
- Engineering management10
- Engineering9
- Design7
- Product management7
- Operations6
- Sales6
- HR4
- Legal3
- Other roles36
By country
- United States88
By place
- New York, NY16
- New York City15
- Remote - New York2
By level
- Lead / management51
- Senior16
- Mid level or not stated13
- Director5
- Executive3
Stated pay
$181,375 – $265,000 a year
Median low and high of the 78 of 88 postings that state an annual salary in USD. The rest state no annual salary in USD.
Newest open roles at Headway
Newest 50 of 88
- remotePosted 2 Oct
- remotePosted 2 Oct
- remotePosted 2 Oct
Director, HR Business Partner
New York, NY
Posted 1 Oct- remotePosted 1 Oct
- remotePosted 30 Sept
Executive Assistant to the CPO & CTO
New York, NY
Posted 30 Sept- remotePosted 29 Sept
- remotePosted 28 Sept
- remotePosted 28 Sept
Senior Counsel, Product
Remote
remotePosted 28 Sept- remotePosted 28 Sept
Accounts Payable Manager
Remote
remotePosted 25 Sept- remotePosted 25 Sept
Business Operations Lead
Remote
remotePosted 24 Sept- remotePosted 24 Sept
- remotePosted 22 Sept
- remotePosted 22 Sept
Staff Quantitative Researcher (Market Research)
New York, NY
Posted 21 Sept- remotePosted 21 Sept
Clinical Product Lead
Remote
remotePosted 21 SeptSenior HR Business Partner
New York City
Posted 21 SeptSenior Product Designer, Search Results
New York City
Posted 17 Sept- remotePosted 17 Sept
- remotePosted 15 Sept
- remotePosted 14 Sept
Senior Product Designer, Design Systems
New York, NY
Posted 14 SeptDirector, Real Estate & Workplace
New York City
Posted 11 Sept- remotePosted 10 Sept
Senior Engineering Manager, Billing Infrastructure
New York City
Posted 10 Sept- remotePosted 9 Sept
- remotePosted 9 Sept
- Posted 8 Sept
IT Engineer
New York, NY
Posted 4 SeptChief of Staff, Payer
Remote
remotePosted 3 SeptPrivacy Manager
Remote
remotePosted 1 SeptOperations Lead
Remote
remotePosted 1 Sept- remotePosted 1 Sept
- remotePosted 31 Aug
- remotePosted 28 Aug
- remotePosted 27 Aug
Senior Associate, Payer Strategy & Ops
Remote - New York
remotePosted 25 AugChief of Staff, R&D
New York, NY
Posted 18 AugSenior / Staff Product Designer - Provider
New York City
Posted 14 AugSenior / Staff Product Designer - Patient
New York, NY
Posted 14 Aug- Posted 14 Aug
Engineering Manager (Data Safety)
New York City
Posted 14 AugEngineering Manager (Network Value)
New York City
Posted 14 AugSenior Engineering Manager (Infrastructure)
New York City
Posted 13 Aug- remotePosted 12 Aug
One row per title and place. See every role on Headway's career site (opens in a new tab).
Where these numbers come from
From Headway's own career pages, read by hirly every six hours. Counts are what hirly has seen there, not the company's official numbers: a role posted in several places is counted once per posting, and a role the company never posted on its career site is not counted. hirly has read this career site since 28 September 2026. hirly is not affiliated with Headway.
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