Headway
Headway is seeking a Director, People Operations to lead the programs that shape employees' day-to-day experience, including benefits strategy, payroll, immigration, and the Workday roadmap. This high-impact role involves setting the direction for how these functions scale alongside the company while reporting to the Director of Total Rewards and Operations. The position requires partnering closely with Finance and Legal to influence the future of the People function.
Headway is a healthcare technology company that helps people access affordable mental healthcare by connecting patients with therapists and psychiatrists, simplifying insurance, and supporting providers with practice management tools.
Headway Careers, Perks + Culture
Nov 25, 2025
Headway Welcomes Dr. Neha Chaudhary as Chief Medical Officer to Enable High-Quality Mental Health Care at Scale
Aug 26, 2025
This Ukrainian Entrepreneur Built His EdTech App Into A Global Phenomenon—In The Middle Of A War
Oct 17, 2025
Headquarters
San Francisco, CA
Company Size
201-500 employees
Founded
2018
Industry
Technology
Glassdoor Rating
4.2 / 5
Sarah Johnson
Chief Executive Officer
Michael Chen
Chief Technology Officer
Emily Williams
VP of Engineering
David Rodriguez
VP of Product
Jessica Thompson
Chief Financial Officer
Andrew Park
VP of Sales
View leadership team, funding history,
and employee contacts for Headway.
44% above the average for this role
Headway Launches Enhanced EHR Platform for Mental Health Providers
Sep 11, 2025