{"id":53882,"url":"https://alion.io/job/headway-staff-infrastructure-engineer","title":"Staff Infrastructure Engineer","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":81,"open_postings":19,"ghost_share":0,"stale_share":0.737,"repost_share":0.053,"time_to_fill_p50_days":59,"computed_at":"2026-10-17T05:46:00Z"}},"role":"DevOps","role_family":"DevOps","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":false,"technologies":[{"name":"AI Agents","optional":false},{"name":"Amazon ECS","optional":false},{"name":"Amazon EKS","optional":false},{"name":"AWS","optional":false},{"name":"Datadog","optional":false},{"name":"FastAPI","optional":false},{"name":"IAM","optional":false},{"name":"LLM","optional":false},{"name":"LLM Guardrails","optional":false},{"name":"Python","optional":false},{"name":"Spark","optional":false},{"name":"Terraform","optional":false},{"name":"FinOps","optional":true},{"name":"Kubernetes","optional":true}],"status":"live","first_seen_at":"2026-08-12T19:50:09Z","employer_posted_date":"2026-08-12","last_verified_at":"2026-10-18T07:04:24Z","board_verified":true,"closed_at":null,"days_open":66,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":66},"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.\nThe Role\nArchitect and own the cloud platform that every engineer at Headway deploys on. Make deploys boring, scaling automatic, infrastructure self-serve, and cost attributable.\nAbout Infrastructure Engineering at Headway\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. Infrastructure Engineering is one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform. We own the infrastructure Headway runs on, as well as the performance and scalability of Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. We are the paved road the rest of engineering builds on: databases, deploys, asynchronous platform, observability, autoscaling, and self-serve compute infrastructure.\nAs AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster.\nAbout This Role\nYou will own the cloud platform Headway runs on. You will lead the work to isolate blast radius, make autoscaling trustworthy, and build a self-serve infrastructure platform so that the Infrastructure Engineering team focuses on the strategic and unusual, not the routine.\nYou will serve as the technical anchor for Headway's compute, networking, and deployment platform, and bring Staff-level influence to an area that every engineer depends on daily.\nWhat You'll Own\nDeployment architecture and blast-radius containment. Redesign deployment so that a mistake in one part of our service cannot block or take down others. Continue to drive our shift toward per-service deploy isolation and functional-area slices that contain failures rather than propagating them across the platform.\n\nContainer footprint and networking. Own the ECS and EKS footprint, evaluate broader EKS adoption for AI workloads, and design the next iteration of inter-service network connectivity.\n\nCapacity and scaling. Own capacity for a spiky workload: floors computed ahead of demand rather than chased by reactive scaling, self-deriving from data, with drift caught early.\n\nSelf-serve infrastructure platform. Build the Terraform self-serve platform with guardrails so engineering teams own their standard infrastructure changes and Reliability Engineering reviews only the non-standard ones.\n\nCloud cost attribution and controls. Stand up per-team cost attribution across AWS, Datadog, and LLM spend. Make infrastructure costs visible and attributable so teams can make informed tradeoffs.\n\nPython runtime and dependency health. Own how the monolith behaves under load: garbage collection, event loop contention, and the runtime limits that bite first. Lead the framework and package upgrades most teams defer.\n\nWho You Are\nA technical leader who combines deep cloud and infrastructure expertise with the instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through architecture reviews, runbooks, and paved-road tooling that raises the baseline for everyone who ships on the platform.\nExperience we're seeking:\n8 or more years in platform, infrastructure, or SRE roles at companies running significant production traffic\n\nDeep AWS expertise and production ownership of compute and networking at scale (ECS, EKS, RDS, networking, IAM)\n\nStrong infrastructure-as-code experience, particularly Terraform, including designing self-serve platforms for other engineering teams\n\nHands-on autoscaling and capacity engineering, and container orchestration with ECS and/or EKS\n\nTrack record making deploys safe and self-serve for other teams, not just your own\n\nStaff-level influence: you drive decisions across team boundaries and raise the infrastructure bar org-wide without requiring management authority to do it\n\nNice to have:\nFinOps and cloud cost optimization experience\n\nKubernetes and EKS depth\n\nObservability tooling at scale (Datadog)\n\nExperience in healthcare or other regulated environments\n\nExperience with event driven systems\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":6680,"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":[],"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":"2026-08-12T19:50:09Z"}],"visa":[],"liveness":{"score":21,"band":"cold","label":"Long shot","p_open":1,"p_active":0.471,"p_room":0.44,"age_days":65,"expected_fill_days":59,"reasons":["conf:0","stale_co","velocity","win:tail","crowd:"],"computed_at":"2026-10-17T05:46:00Z"},"pay":{"stated_usd_annual":331000,"is_top_pay":true},"html_url":"https://alion.io/job/headway-staff-infrastructure-engineer","json_url":"https://alion.io/job/headway-staff-infrastructure-engineer.json","meta":{"generated_at":"2026-10-18T09:53:25Z","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":14612,"day_limit":null,"remaining_today":null,"minute_limit":300,"resets_at":"2026-10-19T00:00:00Z"}},"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-infrastructure-engineer"},{"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-infrastructure-engineer"},{"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-infrastructure-engineer"},{"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-infrastructure-engineer\", \"note\": \"what you need it for\"}"},"human":"https://alion.io/catalog?offer=company.verify&for=job%2Fheadway-staff-infrastructure-engineer"}]}