
501 - 1000 employees
Founded 2019
🏥 Healthcare
🏪 Marketplace
☁️ SaaS
💰 $100M Series D - Headway on 2024-07
Healthcare • Marketplace • SaaS
Headway is a healthcare technology company (Therapymatch, Inc. ) that operates an insurance-native marketplace connecting people with licensed mental health providers — therapists and psychiatrists — for in-person and online care. Headway matches users with providers by specialty, location, and insurance coverage, handles insurance verification and billing, and offers tools for providers (provider portal and an insurance-native EHR) to reduce administrative burden. The platform partners with 100+ insurance plans, supports many languages, and emphasizes affordable, in-network mental health care.
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501 - 1000 employees
Founded 2019
🏥 Healthcare
🏪 Marketplace
☁️ SaaS
💰 $100M Series D - Headway on 2024-07
Healthcare • Marketplace • SaaS
Headway is a healthcare technology company (Therapymatch, Inc. ) that operates an insurance-native marketplace connecting people with licensed mental health providers — therapists and psychiatrists — for in-person and online care. Headway matches users with providers by specialty, location, and insurance coverage, handles insurance verification and billing, and offers tools for providers (provider portal and an insurance-native EHR) to reduce administrative burden. The platform partners with 100+ insurance plans, supports many languages, and emphasizes affordable, in-network mental health care.
• Build, ship, and iterate AI-powered workflows using prompt engineering, agentic workflows, and orchestration • Partner with R&D to productize successful workflows • Own and evolve core revenue workflows across provider go-to-market teams • Lead Rev Ops initiatives from problem definition and data analysis through implementation and rollout • Evaluate and deploy AI-native tools including Attention, Clay, Glean, and Claude • Shadow representatives and design workflows based on frontline needs • Partner cross-functionally on business and frontline representative priorities • Analyze process performance, identify bottlenecks, define success measures, and recommend ROI-driven improvements
• 5–7 years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments • Ability to build, ship, and iterate revenue workflows using AI tools • Fluency in prompt engineering, agentic workflows, and AI orchestration • Understanding of APIs and how data moves between tools • Python familiarity is a bonus • SQL fluency or ability to quickly develop it with AI • Ability to independently pull and interrogate data • Experience partnering with Data teams • Strong track record leading large cross-functional projects involving engineering, systems, data, and process change • Experience designing workflows through representative shadowing and frontline engagement • Ability to set clear success measures and improve based on adoption and feedback • Excellent communication skills • Ability to thrive in ambiguity and take ownership
• Equity • Robust health and wellness benefits • Retirement savings • Meaningful ownership opportunities through equity • Reasonable accommodations for persons with disabilities
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