Headway
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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
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 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 Trust Foundations product vision for identity quality, data safety (PHI/HIPAA), and proactive risk detection. Build identity verification, deidentification, risk scoring, and enforcement systems, partner cross-functionally with Legal, Compliance, Clinical, Security Engineering, and product teams, and embed trust into product launches—especially as AI features expand.
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.
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 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 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.
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
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
Lead cross-functional operational initiatives to improve efficiency and scalability. Scope and deliver end-to-end projects, build 0→1 workflows and playbooks, run root-cause analyses using data tools, and align stakeholders to drive measurable pod-level outcomes.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and scale patient-sourced growth across paid, lifecycle, and organic channels. Build martech, measurement, experimentation, and creative systems. Align patient and provider growth, hire and lead a large growth team, and partner cross-functionally with Product, Engineering, Data, Finance, and Creative to drive repeatable, measurable acquisition and retention.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Run high-volume outbound outreach (phone, email, LinkedIn) to book intro meetings with care management leaders at health systems, qualify prospects, maintain contact lists, hand off leads with context to BD, and iterate on messaging and playbooks to grow Care Partnerships pipeline.
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.
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.
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.
