Director, Technical Recruiting

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. 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 role:

Headway is hiring a Director of Technical Recruiting to lead and scale R&D hiring across Engineering, Data, Product, Design, Security, and IT. As the most senior leader overseeing technical recruiting, you will set the strategy, design the operating model, and deliver on a mission-critical hiring engine that fuels Headway’s growth.

You will lead and develop a high-performing team of senior recruiters and managers while partnering closely with leaders across R&D. The systems you build and the talent you bring in will directly impact Headway’s ability to serve providers and patients at scale.

In this role, you’ll blend people leadership, operational excellence, and strategic influence to build an Olympic-level recruiting team.

You will:

• Partner with leaders across technical teams to scale their departments, advising on search strategies and providing tailored, scalable solutions
• Leverage metrics to diagnose gaps and proactively provide solutions, keeping a strong pulse on tech hiring trends and the impact it has on your funnels
• Manage a team of senior recruiters and managers with a focus on performance and career growth, embracing Headway’s F.U.E.L. culture (Feedback Uplifts Every Level)
• Serve as a trusted advisor to senior executives, building strong relationships
• Deliver exceptional hiring outcomes by focusing teams on the highest-impact priorities, removing obstacles early, and aligning with cross functional teams
• Drive operational excellence by setting the standards and rhythms that enable a high-performing, high-velocity recruiting team
• Shape long-range R&D talent strategy and partner with executives on headcount planning and capacity modeling
• Influence the systems and tooling that underpin all tech hiring that will al