
201 - 500 employees
Founded 2019
🛡️ Insurance
💼 Consulting
📦 Logistics
Insurance • Consulting • Logistics
Headway is a platform that connects individuals with mental health providers, helping them find the right fit according to their needs and insurance coverage. By partnering with numerous insurance providers, Headway ensures that users can access mental health care affordably. It offers both in-person and virtual care options, and manages the payment and billing processes for a hassle-free experience. The platform's aim is to simplify the search and access to therapy and psychiatric support for users, allowing them to focus on their mental health without the administrative burdens.
🕒 October 16
🇺🇸 United States – Remote
💵 $180k - $225k / year
⏰ Full Time
🔴 Lead
👩🏽✈️ Chief of Staff
🦅 H1B Visa Sponsor
👻 Ghost score 0%
Where this job comes from
Posted on Headway's careers page, not through a job board
First seen by Remote Rocketship October 16
Still open on Headway's site. Checked 3 hours ago.

201 - 500 employees
Founded 2019
🛡️ Insurance
💼 Consulting
📦 Logistics
Insurance • Consulting • Logistics
Headway is a platform that connects individuals with mental health providers, helping them find the right fit according to their needs and insurance coverage. By partnering with numerous insurance providers, Headway ensures that users can access mental health care affordably. It offers both in-person and virtual care options, and manages the payment and billing processes for a hassle-free experience. The platform's aim is to simplify the search and access to therapy and psychiatric support for users, allowing them to focus on their mental health without the administrative burdens.
• 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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