Headway
Jobs at Headway
Let Your Resume Do The Work
Upload your resume to be matched with jobs you're a great fit for.
Success! We'll use this to further personalize your experience.
Recently posted jobs
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead Headway's AI platform vision and roadmap, own the internal assistant Eddy, write evals and prompts, configure agents and integrations, and partner with CX, Ops, Sales, Finance, and Clinical teams to identify high-value AI workflows and drive adoption across the company.
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.
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.
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.
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.
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.
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.
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.
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 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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
