Headway

Staff Software Engineer - Experimentation

Headway
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26 days ago
Remote, United States +3 moreStaff+

Base Salary

$265k - $331k/yr

Responsibilities

  • Own and evolve Headway’s experimentation and feature-flagging platform, including assignment, exposure, identity resolution, and experiment data pipelines.
  • Evaluate and consolidate LaunchDarkly and Statsig and make build-versus-buy and warehouse-native architecture decisions.
  • Build market-based experimentation capabilities for a multi-sided marketplace, including geographic testing and long-term holdout groups.
  • Develop AI-assisted experiment validation and automated detection of broken experiments.
  • Raise company-wide experimentation quality through defaults, templates, reviews, documentation, education, and migrations.
  • Gather requirements across teams, sequence a roadmap, provide technical product direction, and mentor senior engineers.
  • Partner with Data Science on statistical validity and with event-tracking and metric-definition owners on measurement quality.
  • Work across backend services, frontend rendering, CDN behavior, and the data warehouse.

Requirements

  • Staff-level software engineering experience with end-to-end ownership of an experimentation or feature-flagging stack.
  • Experience building experimentation primitives such as persistent assignment, accurate exposure tracking, cross-session and cross-device identity resolution, or experiment diagnostics.
  • Fluency in experimentation statistics and ability to partner effectively with data scientists on measurement validity.
  • Experience debugging uneven traffic splits, cross-arm user assignment, exposure discrepancies, and broken identity resolution.
  • Experience building an organizational experimentation program through defaults, templates, review, teaching, and documentation.
  • Experience making platform build-versus-buy decisions, evaluating vendor risk, and comparing hosted with warehouse-native approaches.
  • Experience landing migrations with teams that did not initially request them.
  • Ability to use AI effectively while recognizing situations requiring human judgment.
  • Experience driving technical direction through design documents, reviews, and planning cycles and mentoring senior engineers.
  • Willingness to work across backend, frontend, CDN, and data warehouse systems.
  • Experience with multi-sided marketplaces, growth or search and ranking systems, or healthcare is preferred but not required.

Benefits

  • Base pay range is $265,000-$331,000, with possible equity eligibility depending on position and level.
  • Equity compensation, medical, dental, and vision coverage, HSA/FSA, and 401(k).
  • Work-from-home stipend, therapy reimbursement, Carrot Fertility annual reimbursement and membership, and an Employee Assistance Program.
  • 16-week parental leave for eligible employees.
  • 16 paid holidays, including a holiday break between December 25 and December 31, plus flexible PTO.
  • Training and professional development opportunities.
  • Remote work support is provided through a work-from-home stipend.

Tech Stack

Apache KafkaApache SparkAWSCloudflareDatadogdbtFastAPIPostgreSQLPythonReactRedisSnowflakeTypeScript

Categories

Headway

About Headway

1,001-5,000 employees
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