Last verified 23 Oct · updated daily

Careers at Hiring now

Headway

Hiring across Product, Marketing and Engineering

39 open roles31 remote

Open roles at Headway

39 positions we're tracking, re-checked daily

  • Staff Product Marketing Manager

    RemoteSeniorFirst seen 2 days ago
    Apply ↗
  • staff product marketing manager

    RemoteSeniorFirst seen 2 days ago
    Apply ↗
  • staff product marketing manager

    RemoteSeniorFirst seen 2 days ago
    Apply ↗
  • Senior Engineering Manager

    RemoteSeniorFirst seen 5 days ago
    Apply ↗
  • vendor operations lead

    RemoteSeniorFirst seen 5 days ago
    Apply ↗
  • Director, People Operations

    United StatesSeniorFirst seen 5 days ago
    Apply ↗
  • Chief of Staff

    RemoteSeniorFirst seen 5 days ago
    Apply ↗
  • Senior Engineering Manager

    RemoteSeniorFirst seen 6 days ago
    Apply ↗
  • Lifecycle Marketing Generalist

    RemoteMid-levelFirst seen last week
    Apply ↗
  • director, patient and brand marketing

    RemoteSeniorFirst seen last week
    Apply ↗
  • Senior Product Manager

    RemoteSeniorFirst seen last week
    Apply ↗
  • security engineer product

    RemoteMid-levelFirst seen last week
    Apply ↗
  • BDA Team Lead

    RemoteSeniorFirst seen last week
    Apply ↗
  • Lifecycle Marketing Manager

    United StatesMid-levelFirst seen 2 weeks ago
    Apply ↗
  • Director, Provider Growth Marketing

    RemoteSeniorFirst seen 2 weeks ago
    Apply ↗
  • Manager, Data Recruiting

    RemoteMid-levelFirst seen 4 days ago
    Apply ↗
  • Staff Product Manager

    RemoteSeniorFirst seen 2 weeks ago
    Apply ↗
  • Business Development Associate

    RemoteEntry-levelFirst seen 2 weeks ago
    Apply ↗
  • Senior Counsel, Corporate & Risk

    RemoteSeniorFirst seen 2 weeks ago
    Apply ↗
  • Director, HR Business Partner

    new yorkSeniorFirst seen 2 weeks ago
    Apply ↗
  • staff product manager

    RemoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • executive assistant to cpo

    New YorkMid-levelFirst seen 2 weeks ago
    Apply ↗
  • Staff Technical Recruiter

    RemoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • Accounts Payable Manager

    RemoteMid-levelFirst seen 3 weeks ago
    Apply ↗
  • Director, Talent Intelligence and Early Careers

    remoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • senior infrastructure security engineer

    remoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • business operations lead

    remoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • Staff Product Manager

    RemoteSeniorFirst seen 4 weeks ago
    Apply ↗
  • HR Business Partner

    New YorkMid-levelFirst seen last month
    Apply ↗
  • Clinical Product Lead

    RemoteSeniorFirst seen last month
    Apply ↗
  • Senior Product Designer

    New York, San Francisco, SeattleSeniorFirst seen last month
    Apply ↗
  • Senior Strategic Finance Manager

    RemoteSeniorFirst seen last month
    Apply ↗
  • strategic finance manager

    RemoteMid-levelFirst seen last month
    Apply ↗
  • Senior Engineering Manager

    New YorkSeniorFirst seen last month
    Apply ↗
  • Principal Product Manager

    RemoteSeniorFirst seen last month
    Apply ↗
  • Staff / Principal Product Manager, Ranking

    remoteSeniorFirst seen last month
    Apply ↗
  • business development lead

    remoteSeniorFirst seen last month
    Apply ↗
  • Senior / Staff Product Designer

    New YorkSeniorFirst seen last month
    Apply ↗
  • Senior Fullstack Software Engineer

    RemoteSeniorFirst seen 2 weeks ago
    Apply ↗

Tracking Headway

Last checked October 23, 2026

Know when Headway is hiring before anyone else

A role stays uncontested for about four days. Here's the window, and where we put you in it.

Free to try: see the roles that fit you and who's hiring for them. No sign-up to start.

  1. LiveWatching Headway0 applicants
  2. Same dayRead off their careers page~2 applicants
  3. Next morningIn your matches, with who's hiring~5 applicants
  4. Day 2You've emailed them~8 applicants
  5. Day 7+Hits the job boards250+ applicants

Working at Headway

We track Headway and surface their roles as they open.

31 of the 39 open roles are remote.

How to actually get hired at Headway

Why applying the normal way doesn't work

Headway runs an applicant tracking system (Ashby), but hiring managers still work referrals first. A cold application to Headway isn't dead, it's just fourth in line behind internal referrals, sourced candidates and recruiter pipelines.

Who to contact at Headway

We haven't verified a contact route at Headway yet. The decision usually sits with the hiring manager for the team that's hiring, but that's a model, not something we've confirmed. Members get verified contacts first.

What Headway screens for

relevant experience and ability to operate autonomously

Tailor your CV to the specific Headway role rather than sending a general one. Applications that mirror the language of the job description clear automated filters at a materially higher rate.

Mistakes that kill Headway applications

  • Don't send the same CV you sent everywhere else. Whoever reads applications at Headway can tell, and it's the fastest rejection there is.

  • Lead with their problem, not your ambition. Headway is focused on is growing — show you understand that.

  • Applying and waiting = silence. Follow up at day five — it roughly doubles your odds of a reply.

Reaching the team

Headway email format

[email protected]

Headway writes addresses as first name, a dot, then last name, at headway.co. 3 of the 3 Headway addresses we've verified follow it. Put the hiring manager's name in, and check it before you send.

Tracking Headway

Applying to Headway? Get the contact, not the form.

Free to try: see the roles that fit you and who's hiring for them. No sign-up to start.

Headway careers: frequently asked questions

How many jobs does Headway have open?

We're tracking 39 active openings at Headway (verified October 23, 2026).

Does Headway hire remotely?

Yes — 31 of Headway's 39 open positions offer remote work.

What roles is Headway hiring for?

Headway is hiring across Product, Marketing and Engineering. The most recent opening is Staff Product Marketing Manager.

How do I apply for a job at Headway?

Click through to apply, or see our detailed guide on landing a job at Headway.

Does Headway respond to cold emails?

We haven't verified response rates at Headway yet.

Who is the hiring manager at Headway?

We haven't confirmed who leads hiring at Headway. It's usually the manager of the team that's hiring.

What ATS does Headway use?

Headway uses Ashby.

How competitive is it to get hired at Headway?

A role at Headway typically draws 100-250 applicants in the first two weeks. Applying inside 72 hours of a posting going live is the single biggest lever you control.

What is the email format at Headway?

Headway addresses use first name, a dot, then last name at headway.co, for example [email protected]. 3 of the 3 Headway addresses we've verified follow it.

Tracking Headway

Last checked October 23, 2026

Hear about Headway roles the day they open

A role stays uncontested for about four days. Here's the window, and where we put you in it.

Free to try: see the roles that fit you and who's hiring for them. No sign-up to start.

  1. LiveWatching Headway0 applicants
  2. Same dayRead off their careers page~2 applicants
  3. Next morningIn your matches, with who's hiring~5 applicants
  4. Day 2You've emailed them~8 applicants
  5. Day 7+Hits the job boards250+ applicants

Related

More companies hiring

Other startups we track in the same space.