Jobs at Headway

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14 Hours AgoSaved
In-Office or Remote
3 Locations
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.
14 Hours AgoSaved
In-Office or Remote
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.
2 Days AgoSaved
In-Office or Remote
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead full-cycle technical recruiting for engineering teams: partner with hiring managers, design sourcing strategies, run searches from intake to offer, use data to diagnose and improve searches, and ensure a structured, inclusive candidate experience while building high-quality pipelines.
2 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead product and application security by partnering with product and engineering to design secure features, perform code and architecture reviews, build AI-native security tooling, create developer guardrails, and support incident response, vulnerability management, and penetration testing to scale Headway's security program.
3 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.
3 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.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead company-wide standards for causal inference and Bayesian experimentation. Build frameworks mapping evidence to actionable confidence levels, design learning strategies for high-impact questions, institutionalize Bayesian practices, partner with engineering to ensure reliable instrumentation, mentor data scientists, and serve as escalation point for complex measurement problems like interference, selection bias, and network effects.
6 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.
6 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.
6 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.
6 Days AgoSaved
In-Office
New York, NY, USA
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Partner with Provider and Patient teams to build operating models, track appointments and churn metrics, run forecasting and budgeting, perform root-cause analysis, surface insights, and produce dashboards and executive materials to drive marketplace health and unit economics.
6 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.
6 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and mature Headway's GRC program across certifications (HITRUST, SOC 2, PCI-DSS, HIPAA), third-party risk, security awareness training, and technical risk management. Manage audit readiness, vendor assessments, risk register, and cross-functional embedding of compliance. Build repeatable, AI-enabled processes and coordinate remediation and assessor activities.
6 Days AgoSaved
In-Office
New York, NY, USA
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead Headway's patient-focused data science organization to drive consumer acquisition, conversion, retention, and outcomes. Partner with Product, Growth, Finance, and Operations to set analytics strategy, own marketing performance measurement and experimentation, build segmentation and cohort analyses, establish metric standards and self-serve reporting, and recruit and scale a high-performing team that turns insights into action.
6 Days AgoSaved
In-Office
New York, NY, USA
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead data strategy for Headway's finance and revenue systems. Build metrics frameworks, forecasts, and predictive models to measure collections loss, improve revenue infrastructure, ensure auditability/GAAP readiness, and translate findings into executive recommendations and cross-functional initiatives.
6 Days AgoSaved
In-Office
New York City, NY, USA
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Serve as strategic HR business partner to R+D executives: design organization structures, lead talent and performance processes, coach leaders, use people analytics to inform decisions, and drive cross-functional people initiatives that improve employee experience and manager effectiveness.
6 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead design and implementation of the payment and clearinghouse platforms powering Headway's revenue flows. Build fault-tolerant, observable integrations (Stripe, Plaid, payers), create abstractions for adjacent teams, mentor engineers, and write high-impact code to ensure reliability, throughput, and correct reconciliation of transactions at scale.
6 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Build and architect LLM/ML-powered systems to evaluate clinical quality, detect risk in claims, match patients to providers, and ensure trustworthy AI. Lead technical foundations, mentor engineers, ship end-to-end product features across frontend and backend, and create evaluation and observability for safe, scalable healthcare ML.
6 Days AgoSaved
In-Office
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Headway seeks a Staff Fullstack Engineer to own end-to-end product work across frontend and backend. You’ll build practice management, patient/provider engagement, AI-enabled clinical systems, onboarding, growth tools, and platform foundations. The role requires technical leadership, cross-functional strategy, mentoring, and shipping scalable, reliable systems in a complex healthcare domain.
6 Days AgoSaved
In-Office or Remote
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead product strategy and execution for a product area at Headway, applying AI/LLM techniques to solve patient, provider, payer, and platform problems. Partner with engineering, design, data science, clinical, and ops, set success metrics, run experiments, and drive outcomes while representing customer needs in a regulated healthcare marketplace.