Description:
Headway is hiring an experienced Staff Recruiter to lead complex, executive and senior-level searches that will shape the next stage of our company’s growth. In this role, you’ll own and drive high-impact searches across Product, Engineering, Design, Data, Security, Operations, and G&A, partnering directly with senior leaders and executives to design the right hiring strategy, shape talent bar, and deliver exceptional outcomes.
As a senior member of the recruiting team, you’ll operate as a true talent advisor and search leader. You’ll diagnose ambiguous hiring problems, architect structured search processes, influence executive stakeholders, and build world-class pipelines for some of the most critical roles at Headway. Your work will directly impact our ability to scale sustainably and serve providers and patients nationwide.
You Will
- Run end-to-end executive and senior-level searches, driving everything from role scoping to close and owning the narrative around candidate quality, funnel health, and search strategy
- Partner closely with senior leaders and executives, advising on role definition, search design, talent bar, market dynamics, and how to run a predictable, inclusive hiring process
- Architect structured search plans that diagnose bottlenecks early, set expectations, and provide clear visibility to stakeholders throughout the process
- Design and execute targeted sourcing strategies that consistently deliver high-quality, senior-caliber talent
- Use data to drive alignment and decisions, from setting funnel expectations to refining search approach based on real-time signal
- Uplevel hiring quality and consistency, helping teams clarify what “great” looks like and reinforcing structured decision-making across the exec pipeline
- Ensure best-in-class candidate experience, especially for senior talent, where thoughtful communication, coaching, and white-glove touchpoints are essential
- Collaborate with sourcers and coordination partners to ensure a seamless, high-quality search experience end-to-end
You’d be a great fit if…
- You bring 6+ years of full-cycle recruiting in high-growth, tech-enabled environments, with meaningful experience hiring senior, director, and VP-level talent
- You have deep experience in executive or senior technical recruiting, ideally across Product, Engineering, Design, Data, Security, or G&A
- You operate as a trusted advisor to executives, influencing decisions through data, market insight, and structured thinking
- You know how to untangle ambiguous or complex searches, build clarity, and drive a repeatable plan that produces predictable outcomes
- You bring high agency and operational excellence—you run clean, structured searches that remove friction for both candidates and stakeholders
- You think creatively about multi-channel sourcing, building senior pipelines through research, relationship-building, and market mapping
- You communicate with clarity, presence, and executive polish, regardless of audience
- You care deeply about raising the bar, running inclusive and consistent processes, and strengthening the hiring muscle across the organization