# Staff Software Engineer - Experimentation at Headway

- Company: Headway
- What the company does: Backed by Accel, a16z and GV.
- Company website: https://headway.co/
- Type: Startups
- Level: Senior
- Location: Remote
- Work setup: Remote
- Pay: $265K to $331K base salary per year (USD)
- Posted: 2026-08-10
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/headway/c22233f6-3143-4cb4-9c0c-8119e7ae7629
- Page: https://www.1752.vc/careers/jobs/headway-staff-software-engineer-experimentation/

## About the role

We are looking for a Staff Software Engineer to own how Headway runs experiments. "Ship small, learn fast" is the second principle on the list above, and experimentation is how we actually do it: eleven teams have run hundreds of experiments deciding how patients find a therapist, how quickly new providers get up and running, whether our AI products are working, and how we collect the clinical outcomes data that proves care is effective. You will own the platform all of that runs on.

## What they're looking for

- We are looking for a Staff level engineer who wants their impact measured by what other teams can now do. You think in systems, you are uncomfortable with numbers you cannot explain, and you raise the bar for the people around you
- You have built the parts that do not come out of the box: assignment that persists correctly, exposure that reflects what a user actually saw, identity resolved across sessions and devices, or the diagnostics that catch a broken experiment early
- You have debugged the hard class of measurement bugs: traffic that split unevenly, users who ended up in both arms, effects that vanished once you looked at who was actually exposed, identity that broke between anonymous and logged-in sessions
- You have built a program and not only a platform. You have measurably raised how well an organization experiments through defaults, templates, review, and teaching, not only through code
- You have made a build versus buy call on a platform and lived with it. You can reason about vendor risk and about where a warehouse-native approach beats a hosted one
- You have landed a migration on teams that did not ask for one, by making the new path easier than the old path rather than by mandate

Tags: All Cost Centers