
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.
🔥 3 minutes ago
🇺🇸 United States – Remote
💵 $180k - $225k / year
⏰ Full Time
🔴 Lead
👩🏽✈️ Chief of Staff
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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.
• Drive cross-functional initiatives across Clinical, Product, Engineering, Legal and Compliance, Marketing, and Operations • Turn high-priority ambiguous work into plans with owners and milestones • Raise blockers early and close the gap between decisions and execution • Own the Clinical team's operating rhythm • Design and run leadership and all-team meetings • Run the OKR process and quarterly and annual planning calendar • Plan and run onsites from start to finish • Identify misalignment and help leaders agree on direction • Present options, costs, and recommendations to make trade-offs visible • Draft decision memos, planning documents, and organization-wide communications • Build and maintain clinical governance processes, including committee structures, charters, SOPs, and risk tracking • Handle urgent, unplanned requests while maintaining momentum on strategic work • Partner directly with the Head of Clinical and Clinical leadership team to execute strategy
• 5+ years in operations, program management, strategy or a Chief of Staff role in tech • Experience in healthcare, preferably at a late-stage, high-growth company (~500–1,500 employees) • Exceptional program management skills • Ability to track many workstreams and identify risks • Excellent writing skills, including writing in someone else's voice • Ability to lead through influence, not authority • Ability to learn the work of teams outside your expertise and build adopted processes • Ability to bring structure to ambiguity without slowing things down • Independently Licensed Therapist (LPC, LCSW, PhD, or PsyD) is nice to have • Experience in management consulting is nice to have • Experience working with AI tools or in an AI-native way is nice to have • Authorization to work in the United States • Headway participates in E-Verify
• Equity compensation • Medical, Dental, and Vision coverage • HSA / FSA • 401K • Work-from-Home Stipend • Therapy Reimbursement • 16-week parental leave for eligible employees • Carrot Fertility annual reimbursement and membership • 13 paid holidays each year • Holiday Break during the week between December 25th and December 31st • Flexible PTO • Employee Assistance Program (EAP) • Training and professional development • Robust health and wellness benefits • Retirement savings • Meaningful ownership opportunities through equity
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