Headway
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Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead commercial data science for Headway's commercial business: own roadmap, run proactive strategic analyses for executive accounts, monitor key metrics, enable self-service analytics, mentor data scientists, and translate technical findings into actionable recommendations tied to measurable outcomes.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow a data science team focused on provider experience. Define strategy, build roadmaps, run analyses, experiments, and predictive models, surface insights, and partner cross-functionally to drive measurable improvements in provider engagement and product experience.
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.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own the operating rhythm and planning system for Headway’s R&D organization. Responsibilities include quarterly and annual planning, headcount and capacity prioritization, leadership meetings, board preparation, decision memos, escalation processes, organizational design, budget governance, and cross-functional alignment across Product, Engineering, Data, and Design. This Director-level individual contributor role solves high-priority, ambiguous organizational problems and drives execution through influence rather than authority.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and scale technical recruiting across Engineering, Data, Product, Design, Security, and IT. Build and manage a high-performing team of senior recruiters and managers, set strategy and operating model, partner with R&D leaders on headcount planning, improve systems and tooling, and drive operational excellence and talent-branding to deliver high-impact hiring outcomes.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead payer-facing commercial efforts: own market and buyer analysis, prioritize partners, develop deal content and executive briefings, drive negotiations and recurring external relationships, and use AI tools to inform and validate recommendations while reporting to a Managing Principal.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Headway is hiring an FP&A Manager to be an embedded finance partner across major departments, lead financial deep dives and ad-hoc analyses, consolidate company performance, and drive strategic planning. The role shapes investment decisions, pressures plans, and applies AI to accelerate insights and efficiency across FP&A while translating complex analysis into clear business recommendations.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Build and lead Headway's procurement function: define procurement strategy and policy, manage vendor lifecycle, drive cost optimization and strategic sourcing, implement procurement tooling and reporting, advise leadership on governance and risk, and hire and develop a high-impact procurement team.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Provide strategic regulatory counsel to Clinical, Product, Engineering, and Operations teams on telehealth, clinical practice, and multi-state healthcare compliance. Draft policy, support audits and remediation, translate complex regulations into practical guidance, anticipate regulatory risks, and enable compliant product innovation while partnering cross-functionally.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and build Headway's payer marketing function: set strategy, craft positioning and narratives, commercialize payer solutions, translate clinical data into commercial proof, enable sales and field teams, run events and competitive intelligence, and measure relationship and commercial impact.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead end-to-end, high-impact technical programs for Headway's Insurance platform. Coordinate cross-functional teams (engineering, product, ops, finance, compliance), own discovery through delivery, drive data rearchitecture and observability, establish repeatable playbooks and tooling, spearhead financial remediation, and communicate program status and ROI to senior leadership to improve operational efficiency and reliability.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow the Data Safety engineering team to enable safe use of highly sensitive mental-health data. Own de-identification, access controls, entitlements, LLM data handling, and compliance audit evidence. Partner with Security, Legal, Compliance, Data Platform, and product teams to set roadmap, deliver privacy commitments, and enable company-wide safe data practices.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own the patient product experience end-to-end, prototyping in code with AI tools, partnering with PMs/engineers/researchers. Design for finding providers, benefits, booking, and engagement; run experiments with clear metrics, contribute to the Helix design system, and (at staff level) lead 0→1 work, AI-native workflows, and mentor other designers.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead end-to-end design for provider workflows (credentialing, scheduling, documentation, billing). Rapidly prototype in code using AI tools, run experiments with metrics, partner with PMs/engineers/researchers, contribute to the design system, and mentor peers (Staff level includes 0→1 work and org-level influence).
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead two cross-functional engineering teams (~8 engineers plus a manager) building measurement and network intelligence for outcomes and utilization. Own delivery of a company-level outcomes metric, set technical and operational roadmaps, partner with Product/Clinical/Data Science/Commercial, mentor engineers and managers, and balance quality and adoption while scaling data- and ML-heavy systems.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow a 5–8 engineer team building measurement, segmentation, and ranking systems to demonstrate payer value. Set technical and operational roadmap, deliver externally committed launches and metrics, partner with Product/Clinical/Data, mentor engineers and tech leads, and ensure rigorous experimentation and metric guardrails to inform payer decisions.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead and grow the Infrastructure team owning cloud infrastructure, deployment pipelines, LLM infrastructure, database platform, observability, and incident response. Drive platform strategy toward self-serve infrastructure, reduce blast radius, ensure reliability and performance of the FastAPI/Python monolith on AWS, and partner with Security and product teams to define production readiness for AI workloads.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead day-to-day accounting operations and a team of four accountants. Own month-end/quarter/year-end close, reconciliations, technical US GAAP accounting, audit support, and payroll accounting. Drive automation using LLMs/AI, implement process improvements with Netsuite/Workday/Ramp, and partner cross-functionally on strategic accounting projects and audit readiness.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead development of AI-powered patient experiences: LLM-driven intake and therapist matching, between-session support, evaluation and safety infrastructure, outcome measurement, and HIPAA-compliant product delivery. Partner with Engineering, ML, Data Science, Clinical, and Legal to ship and monitor models in production, write evals, design red-teaming and human-in-the-loop flows, and measure patient outcomes.
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own long-term health plan partnerships, drive contract strategy and renegotiations, build cross-functional payer relationships, perform market and data-driven analyses to identify growth opportunities, and collaborate with product and operations to inform strategy and scale partnerships.
