Jobs at Headway

Let Your Resume Do The Work
Upload your resume to be matched with jobs you're a great fit for.

Recently posted jobs

8 Hours AgoSaved
In-Office or Remote
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own the full device lifecycle across macOS, Windows (and ChromeOS), build BYOD and device-trust programs in a HIPAA-regulated environment, integrate endpoint management with identity and automate onboarding/offboarding and remediation using scripting, iPaaS and AI, partner with Security and stakeholders, own roadmap, and participate in a light on-call rotation.
8 Hours AgoSaved
In-Office or Remote
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Design, standardize, and automate the IAM lifecycle and workflows. Integrate and maintain IdP connections, drive RBAC/least-privilege adoption, automate provisioning/deprovisioning, resolve identity incidents, document processes, and partner with stakeholders to establish IAM governance.
2 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own strategy and roadmap for core insurance/payment platforms, driving claims processing through reconciliation. Design automated workflows with robust exception handling, reduce financial leakage, build internal tooling for operations, and lead cross-functional initiatives with Engineering, Data, Operations, and Finance to improve provider and patient payment experiences.
4 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead architecture and evolution of Headway's data platform (warehouse, ingestion, orchestration, CI/CD, monitoring, cloud infra). Serve as technical anchor across analytics, product, and ML teams, drive platform roadmaps, set standards, mentor engineers, and own end-to-end infrastructure decisions for scale and performance.
4 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow a data engineering team, define data platform architecture and reliability (warehouse, ingestion, transformations, orchestration), set engineering standards, partner cross-functionally to support analytics and ML, and translate technical decisions for executive stakeholders.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow an engineering team focused on provider growth. Partner with Product, Design, Marketing, and Data to build systems for acquisition, experimentation (A/B testing), AI-assisted experiences, lead capture/scoring/routing, and scale infrastructure while remaining an active technical contributor and mentor.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead product measurement strategy and complex evaluation for major product areas. Own experimentation standards, design causal and Bayesian analyses, build scalable measurement systems and dashboards, drive cross-team initiatives, mentor data scientists, and influence product decisions to improve mental healthcare outcomes.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own patient experiences across Health Systems, EAP, and Payer channels. Design referral-to-booking flows, co-branded journeys, provider directory improvements, and run multi-sprint experiments to improve conversion. Prototype and present working demos to partners, collaborate with PM, engineering, BD, and ops, and use AI-first tools to iterate from planning through launch.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead measurement and decision systems for patient growth: own incrementality, design experiments, build LTV/retention/forecasting models, create trusted marketing metrics, partner with Engineering for measurement plumbing, diagnose performance shifts, influence channel allocation, and mentor growth analytics teams.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead end-to-end design of an AI-agent-powered provider onboarding experience to replace multi-page credentialing forms. Partner with PM and Eng to prototype with AI tools, conduct provider research, improve conversion, and contribute to the design system and team AI practices.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead design for Headway's Payer group, translating regulatory and clinical requirements into intuitive experiences. Define strategy and roadmap, prototype with AI tools and code, conduct customer research, influence provider behavior through feedback, and contribute to the design system and team AI practices.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead engineering for Headway's Patient Core Experience to build ML-powered matching, LLM-enabled patient features, and AI-era engineering practices. Own technical strategy, roadmap, and cross-functional triads to improve patient funnel metrics while scaling and managing engineering managers and teams in a regulated healthcare marketplace.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Design end-to-end experiences for group practices, owning onboarding, supervisory billing, admin tooling, packaging, and practice-level analytics. Partner with Sales, Customer Success, Product, and Engineering to drive growth, scale supervisory billing nationwide, and contribute AI-driven prototyping and design system improvements.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Build end-to-end fullstack features for a mental healthcare platform: design APIs and UIs, manage clinical and practice-management systems, integrate AI capabilities, and own product outcomes from schema to frontend.
7 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Design and build reliable backend services powering clinical data, insurance billing, patient-facing infrastructure, and financial ledger systems. Scale high-integrity systems requiring idempotency, strong consistency, and pragmatic AI integration to automate provider workflows and enable personalized patient experiences.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow small engineering pods building provider-facing products that improve therapist workflows and scale provider acquisition. Partner cross-functionally to drive product outcomes, mentor engineers, remain a hands-on technical contributor, and shape how AI is used responsibly in clinical tools.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead architecture and delivery of scalable data infrastructure: design and optimize ETL/ELT pipelines, enterprise data models, and data quality frameworks. Define platform standards, mentor engineers, drive cross-functional initiatives, and partner with analytics, data science, and engineering stakeholders to ensure reliable, production-grade data assets.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Design, build, and maintain scalable data pipelines and platform infrastructure. Define data governance, monitoring, and quality standards. Partner cross-functionally with Product, Engineering, Analytics, and Data Science. Drive technical decisions, performance optimization, and infrastructure-as-code for a growing data platform supporting patients, providers, and business teams.
7 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead an engineering team owning parts of Headway's insurance platform: design architecture, ensure reliability, co-own roadmap with PMs, run hiring and coaching, manage incidents and on-call, and build integrations, APIs, and tooling that other teams depend on to deliver accurate, real-time insurance answers.
2 Days AgoSaved
Remote
USA
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead a major product domain end-to-end at Headway, defining strategy, shipping AI-enabled features, building long-lived platform foundations, mentoring PMs, and aligning cross-functional stakeholders to drive measurable outcomes for patients, providers, payers, and platform infrastructure.