Headway
Staff Software Engineer - Experimentation
$265K–$331K
Remote +3 · Remote · Staff · Full-time · Posted Aug 10, 2026
- Location
- Remote
San Francisco, CA
Seattle, WA
New York City
About the job
Own and evolve Headway’s company-wide experimentation platform and program, enabling teams to run trustworthy user- and market-based tests.
What you'll do
- Design and build experiment assignment, exposure tracking, identity resolution, and experiment data pipelines; evaluate and consolidate the feature-flagging stack.
- Develop capabilities for market-based and long-term testing, and use AI to validate experiment setups and detect failures.
- Improve company-wide experimentation practices through roadmaps, defaults, reviews, documentation, and education; partner with Data Science and other teams.
What they ask for
- End-to-end ownership of an experimentation or feature-flagging stack, including accountability for result correctness.
- Experience building custom experimentation capabilities such as assignment, exposure measurement, identity resolution, or diagnostics, and debugging measurement issues.
- Statistical fluency to partner with data scientists and assess whether results are weak or invalid.
- Experience building an organizational experimentation program, making platform build-versus-buy decisions, landing migrations, and driving technical direction while mentoring engineers.
Nice to have
- Experience with multi-sided marketplaces, growth or search and ranking systems, or healthcare.
- Use of AI as a work tool, with clear judgment about where human oversight is needed.
Pay
$265,000-$331,000 USD base salary
Tools
LaunchDarkly, Statsig, Python 3, TypeScript, dbt, Snowflake, Postgres, AWS
AI focus
Use AI in experiment workflows, including pre-launch setup validation and automated detection of broken experiments; apply human judgment where AI should not be trusted.
Model-written summary · the original posting is authoritative