Jobs at Headway

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Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead the end-to-end design of the provider CRM and AI front-desk/scheduling assistant, turning client lists into a prospect pipeline. Define stages, signals, automation boundaries, and interactions for diverse providers. Prototype with AI tools, conduct provider research, partner with PM and Eng to ship 0→1 features, and contribute to the design system and AI design practices.
2 Days AgoSaved
Hybrid
3 Locations
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Design high-converting provider acquisition experiences across external landing pages, lead forms, and internal PGA tooling. Diagnose SQL→Intake-Complete funnel drop-off, run experiments, partner with Creative/PM/Eng, conduct provider and agent research, and contribute patterns to the Helix design system while using AI prototyping tools.
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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.
5 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.