Director, People Operations is open at Headway (Remote). The posting gives a salary of $212K - $265K. Posted on Oct 16, 2026, and still on Headway’s careers page when we last checked, on Nov 14, 2026.
About the role
Headway's People function has scaled quickly, and we're now building for our next phase of growth. We're hiring a Director, People Operations to lead the programs that shape our employees' day-to-day experience — benefits strategy and administration, immigration and leave, payroll, and the Workday roadmap and automation. This is a high-impact role with real ownership: you'll set the direction for how these functions…
The opening lines of the posting. The rest is on Headway’s careers page.
Hiring at Headway
Headway has 92 open roles right now, 69 of them remote. Most are in Engineering, Marketing & Community and Sales & Business Development. The median advertised salary across its roles with a published range is $222K. See all its roles
