
Healthcare Insurance • Wellness
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.
September 27
🏄 California – Remote
🗽 New York – Remote
+1 more states
💵 $275k - $380k / year
⏰ Full Time
🔴 Lead
👮♀️ Software Engineering Manager
🦅 H1B Visa Sponsor

Healthcare Insurance • Wellness
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.
• Build the vision and roadmap for the Insurance Engineering group, driving company-level objectives and powering provider, patient, and payer experiences • Contribute to company strategy and technical roadmap as a member of the engineering leadership team • Partner with senior leaders across product, business, data, design, clinical, legal, and compliance to align on strategic goals and OKRs/KPIs • Lead and scale multiple engineering pods delivering benefits/eligibility, claims, billing, payments, and customer support tooling • Ensure systems are reliable, secure, and scalable to meet marketplace complexity and growth • Enable experiments, accelerate development velocity, and scale infrastructure supporting critical business dimensions • Recruit, develop, and mentor managers and teams; shape engineering culture, process, and operating norms • Report to the CTO and drive strategic planning, organizational design, and talent development
• 8+ years of experience as an engineering leader, including managing managers • Previous experience as a Software Engineer • Strong technical foundation to guide and challenge technical decisions • Ability to see things at a 300-ft view while diving deep into technical challenges affecting scale, reliability, and user experience • Strong product mindset with experience building cross-functional relationships • Passion for building resilient, scalable platforms that unlock growth • Experience recruiting and building diverse, high-performing engineering teams • Experience developing and growing managers through mentorship and career frameworks • Nice to have: experience in health tech or with complex platform domains such as insurance, payments, or billing • BS or MS in Computer Science or related field
• 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 and Holiday Break during the week between December 25th and December 31st • Flexible PTO • Employee Assistance Program (EAP) • Training and professional development
Apply NowSeptember 26
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