{"id":50370,"url":"https://alion.io/job/headway-staff-software-engineer-experimentation","title":"Staff Software Engineer - Experimentation","company":{"id":3828,"name":"Headway","domain":"headway.co","url":"https://alion.io/company/headway","size_band":"1001-5000","is_staffing_agency":false,"employer_type":"direct","is_intermediary":false,"listed_via":null,"ats_vendor":"Ashby","truth_index":{"grade":"B","score":78,"open_postings":18,"ghost_share":0,"stale_share":0.833,"repost_share":0.056,"time_to_fill_p50_days":56,"computed_at":"2026-10-16T05:45:00Z"}},"role":"Backend","role_family":"Backend","seniority":"staff","employment_type":"full_time","work_mode":"remote","remote_scope":"stated_countries","remote_scope_basis":"board_field","remote_working_hours":null,"hiring_geo_confidence":"inferred","locations":["New York, United States","San Francisco, United States","Seattle, United States"],"countries":["US"],"hiring_countries":["US"],"hiring_countries_total":1,"salary":{"min":265000,"max":331000,"currency":"USD","period":"year","gross":null,"usd_annual":331000},"salary_estimate":null,"experience_years_min":null,"visa_sponsorship":false,"relocation_package":false,"has_equity":true,"technologies":[{"name":"Slack","optional":false},{"name":"Spark","optional":false},{"name":"Amazon ECS","optional":true},{"name":"Amazon S3","optional":true},{"name":"Apache Kafka","optional":true},{"name":"AWS","optional":true},{"name":"AWS Fargate","optional":true},{"name":"Cloudflare","optional":true},{"name":"Datadog","optional":true},{"name":"dbt","optional":true},{"name":"FastAPI","optional":true},{"name":"GitHub","optional":true},{"name":"JavaScript","optional":true},{"name":"PagerDuty","optional":true},{"name":"PostgreSQL","optional":true},{"name":"Python","optional":true},{"name":"React.js","optional":true},{"name":"Redis","optional":true},{"name":"Remix","optional":true},{"name":"Sentry","optional":true},{"name":"Snowflake","optional":true},{"name":"SQLAlchemy","optional":true},{"name":"TypeScript","optional":true}],"status":"live","first_seen_at":"2026-08-10T18:27:34Z","employer_posted_date":"2026-08-10","last_verified_at":"2026-10-17T01:38:45Z","board_verified":true,"closed_at":null,"days_open":67,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":67},"description":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\nAbout engineering at Headway\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\nPrinciples that guide us:\nFocus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.\n\nShip small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\nEverything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\nOptimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\nTools we use:\nLanguages: Python 3, TypeScript\n\nLibraries & Frameworks: FastAPI, SQLAlchemy, React, Remix\n\nExperimentation & Analytics: LaunchDarkly, Statsig, dbt, Snowflake\n\nDatastores: Postgres, Redis\n\nInfrastructure: AWS (Fargate, ECS, S3, and more), Cloudflare, Spark and Kafka\n\nMonitoring: Datadog, PagerDuty, Sentry\n\nVersion Control: Github\n\nAbout the role\nWe 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.\nThis is a hands-on technical leadership role with unusually wide reach. You will design and build the core primitives, including how users are assigned to experiments, how we record what someone actually saw, and how we recognize the same person across devices and between browsing anonymously and signing in. You will decide what our long-term experimentation and feature flagging stack should be; we run LaunchDarkly and Statsig today, and that architecture is yours to evaluate and consolidate. You will also make AI a real part of the workflow, from validating an experiment's setup before it starts to catching a broken experiment automatically instead of discovering it in a Slack thread a week later.\nYou will also evolve our experimentation capabilities to expand into market-based testing. Headway is a multi-sided marketplace, so we frequently need to change something for therapists and measure what happens to patients, which changes both how a test must be designed and how it can be analyzed. We need to test whole geographic markets, not just individual users. We need to hold groups out for long stretches to understand real long-term impact. These capabilities are well understood in the industry and we have not built them yet, and they are the ones our business needs next.\nThe job is a platform and a program in equal measure. Half of it is the technical foundation. The other half is raising how well the whole company experiments: the defaults, the review, the documentation, and the education that let a team run a trustworthy experiment without needing you in the room. You will gather needs from teams who all want something different, sequence them into a roadmap, and say no clearly, which means acting as part technical product manager for your own platform.\nYou will sit in the Patient org, where the highest volume of experiments happens, and serve the whole company. Trustworthy results are shared ownership. You will own assignment, exposure, and the experiment data pipelines, which are the parts of the chain that are engineering problems. You will work closely with Data Science, who own statistical methodology, and with the teams who own our event tracking and metric definitions, because a number is only as trustworthy as the weakest link in that chain.\nWho you are\nWe 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.\nYou have owned an experimentation or feature flagging stack end to end rather than only used one. Whether you built it from first principles or built the missing pieces on top of a vendor matters far less to us than having been accountable for whether the results were correct.\n\nYou 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.\n\nYou are fluent enough in the statistics to be a real partner to data scientists. You can tell the difference between a result that is weak and a result that is invalid, and you can hold your position on a measurement question with someone who does this full time.\n\nYou 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.\n\nYou 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.\n\nYou 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.\n\nYou 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.\n\nYou use AI as genuine leverage in your work and you have clear opinions about where it must not be trusted without a human.\n\nYou have driven technical direction beyond your own team through design documents, reviews, and planning cycles, and you regularly mentor senior engineers.\n\nYou are willing to flex across the stack. This role touches backend services, front end rendering, CDN behavior, and the data warehouse.\n\nExperience with multi-sided marketplaces, growth or search and ranking systems, or healthcare is a plus, though none is required.\n\nCompensation and Benefits:\nThe expected base pay range for this position is $265,000-$331,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\nBenefits offered include:\nEquity compensation\n\nMedical, Dental, and Vision coverage\n\nHSA / FSA\n\n401K\n\nWork-from-Home Stipend\n\nTherapy Reimbursement\n\n16-week parental leave for eligible employees\n\nCarrot Fertility annual reimbursement and membership\n\n13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\nFlexible PTO\n\nEmployee Assistance Program (EAP)\n\nTraining and professional development\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\nHeadway participates in E-Verify. To learn more, click here.\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @ findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.","description_format":"text","description_chars":10132,"description_truncated":false,"requirements":{"experience_years_min":null,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":null,"security_clearance":false,"languages":[]},"benefits":["401k plan","Equity","Parental leave","Professional development"],"hiring_locations":[{"name":"United States","iso":"US","kind":"country"},{"name":"New York","iso":null,"kind":"city"},{"name":"San Francisco","iso":null,"kind":"city"},{"name":"Seattle","iso":null,"kind":"city"}],"hiring_excludes":[],"relocation_offered":false,"industries":["Psychotherapy & Counseling","Digital Mental Health"],"lifecycle":[{"event":"open","at":"2026-08-10T18:27:34Z"}],"visa":[],"liveness":{"score":21,"band":"cold","label":"Long shot","p_open":1,"p_active":0.469,"p_room":0.44,"age_days":66,"expected_fill_days":56,"reasons":["conf:1","stale_co","velocity","win:tail","crowd:"],"computed_at":"2026-10-16T05:45:00Z"},"pay":{"stated_usd_annual":331000,"is_top_pay":true},"html_url":"https://alion.io/job/headway-staff-software-engineer-experimentation","json_url":"https://alion.io/job/headway-staff-software-engineer-experimentation.json","meta":{"generated_at":"2026-10-17T03:31:16Z","cache_seconds":300,"methodology":"https://alion.io/methodology","terms":"https://alion.io/terms","contact":"https://alion.io/contact","api":"https://alion.io/developers","about":"Alion is a live layer of people, companies and AI agents: who they are, whether they are real and active right now, what they do and how to work with them, readable by people and by agents and paid per call.","catalog":"https://alion.io/catalog.json","usage":{"tier":"crawler_verified","counted_by":"address","units_charged":1,"used_today":4582,"day_limit":null,"remaining_today":null,"minute_limit":300,"resets_at":"2026-10-18T00:00:00Z"}},"offers":[{"id":"company.slices","title":"One company in depth, by slice","status":"live","price":{"credits":0.02,"usd":0.002,"plus_per_slice":{"credits":0.05,"usd":0.005}},"unit":"per company, plus each slice with data","note":"the employer in depth","call":{"mcp_tool":"get_company","arguments":{"id":3828},"rest":"https://alion.io/mcp/rest/get_company?id=3828"},"human":"https://alion.io/catalog?offer=company.slices&for=job%2Fheadway-staff-software-engineer-experimentation"},{"id":"market.stats","title":"A market slice: pay, demand and time to fill","status":"live","price":{"credits":1,"usd":0.1},"unit":"per slice","note":"pay, demand and time to fill for this role and place","call":{"mcp_tool":"market_stats"},"human":"https://alion.io/catalog?offer=market.stats&for=job%2Fheadway-staff-software-engineer-experimentation"},{"id":"job.search","title":"Open jobs by role, technology, place, pay and visa","status":"live","price":{"credits":0.02,"usd":0.002},"unit":"per posting in a list","note":"similar open postings","call":{"mcp_tool":"search_jobs"},"human":"https://alion.io/catalog?offer=job.search&for=job%2Fheadway-staff-software-engineer-experimentation"},{"id":"company.verify","title":"Is this company real and active right now","status":"pilot","price":null,"unit":"per company","request":{"url":"https://alion.io/catalog/request","method":"POST","body":"{\"offer\": \"company.verify\", \"for\": \"job/headway-staff-software-engineer-experimentation\", \"note\": \"what you need it for\"}"},"human":"https://alion.io/catalog?offer=company.verify&for=job%2Fheadway-staff-software-engineer-experimentation"}]}