Head of Insurance Operations

Headway's mission is a big one - to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we've grown into a diverse, national network of over 34,000 mental healthcare providers across all 50 states who run their practice on our software. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

About the team & role

As the Head of Insurance Operations at Headway, you'll play a pivotal role in transforming mental healthcare accessibility. You'll lead and scale a mission-critical team, shaping and optimizing insurance operations that impact providers, patients, and payers nationwide. You'll be at the forefront of driving innovation in a high-growth environment, building strategic partnerships, and crafting solutions that ensure seamless, scalable processes. If you're excited about creating lasting impact in a rapidly changing landscape, this is your opportunity to lead with vision and purpose.

You will:

• Lead Revenue Cycle Management: Oversee and optimize all aspects of revenue cycle management, including collections, claims processing, benefits and eligibility verification, patient billing, payment reconciliation, and roster management.
• Optimize and Scale Insurance Operations: Drive the continuous improvement and scalability of our insurance operations, while managing the day-to-day activities that ensure the seamless functioning of our core insurance business.
• Grow and Scale the Team: Lead, mentor, and expand a team of high-performing operations professionals, driving success in a fast-paced, dynamic startup environment.
• Build Strategic Partnerships: Cultivate and manage relationships with senior operational leaders at health plan partners, using these relationships to align on shared goals and drive success in key performance metrics.
• Collaborate Cross-Functionally: Work closely with teams across product, engineering, partnerships, data, finance, and executive leadership to align on strategy, execute initiatives, and achieve company-wide objectives.
• Drive Strategic Planning and Execution: Lead quarterly and annual planning for your department, including budgeting, headcount planning, setting OKRs, and coordinating with external partners for key launches and initiatives.

You'll be great for this role if:

• You bring 12+ years of experience in operations or strategy at high-growth companies, with a strong preference for backgrounds in health-tech, with a focus in revenue cycle management or insurance.
• You have 5+ years of experience leading high-performing teams, with a proven ability to recruit, manage, and develop top talent, including other managers.
• You excel at building and nurturing strong relationships across diverse teams, including product, engineering, data science, analytics, finance, and with external partners.
• You have a proven track record of setting ambitious targets, creating strategic plans, and driving your team to achieve them.
• You thrive in fast-paced, high-growth startup environments, embracing the change and ambiguity that come with them.
• You've successfully built, scaled, and optimized operational processes in a tech-enabled environment
• You are motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare
• You seek out opportunities to tackle unfamiliar challenges, navigate ambiguity, and shape strategic outcomes.
• You're an inspiring coach and team leader who motivates your team to exceed expectations.

Compensation and Benefits:

• Salary information is based on a single salary target per role and is differentiated based on geographic location (Group A, B, or C)
• Group A: $250,000
• Group B: $225,000
• Group C: $200,000
• Examples of cities located in each Compensation Grouping:
• Group A = NYC, SF/Bay Area, LA Area, Seattle, Boston, Austin, and San Diego
• Group B = Chicago, Miami, Denver, Washington DC, Philadelphia, Atlanta, Minneapolis, Nashville, Sacramento, Phoenix, and Portland
• Group C = All remaining cities
• Benefits offered include:
• 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 as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-AR1

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please contact

Headway employees work remotely across the US, with the option to work from offices in New York City and San Francisco. Headway participates in E-Verify. To learn more, click here.