Staff Technical Recruiter, Design

Headway is building a new mental healthcare system everyone can access, starting with automating insurance administration for therapy providers. Over 90,000 providers across all 50 states run their practice on Headway's software, serving over 2.6 million patients. Headway is hiring an experienced Staff Recruiter to own its most complex and senior design searches, running end-to-end searches across Product Design and Product Analytics/Research and partnering directly with the CPO, VPs of Product and Design, and their leadership teams.

Responsibilities

Run end-to-end design/creative searches, from senior ICs to Director+ leaders, driving everything from role scoping to close and owning the narrative around candidate quality, funnel health, and search strategy; Partner closely with the CPO, VPs of Product and Design, and their leadership teams, advising on role definition, leveling, 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 give stakeholders clear visibility throughout the process; Design and execute targeted sourcing strategies that consistently deliver high-quality design & creative talent; Use data to drive alignment and decisions, from setting funnel expectations to refining search approach based on real-time signal; Uplevel design hiring quality and consistency, helping teams clarify what great looks like, sharpening competencies and portfolio modules, and reinforcing structured decision-making; Build market intelligence on the talent landscape, including compensation, org design, talent pools, and how peer companies structure and hire their teams; Ensure best-in-class candidate experience, with executive-grade care for senior leaders; Collaborate with sourcers and coordination partners to ensure a seamless, high-quality search experience end-to-end

Requirements

6+ years of full-cycle recruiting in high-growth, tech-enabled environments; Meaningful experience hiring senior, director, and VP-level design & creative talent; Deep experience recruiting Product Design or Creative talent and comfortable running senior and executive-level searches; Operates as a trusted advisor to executives, influencing decisions through data, market insight, and structured thinking; Knows how to untangle ambiguous or complex searches and drive a repeatable plan that produces predictable outcomes; High agency and operational excellence, running clean, structured searches that remove friction for candidates and stakeholders; Thinks creatively about multi-channel sourcing, building senior pipelines through research, relationship-building, and market mapping; Can assess talent with credibility and understands craft well enough to calibrate a designer's scope, judgment, and impact; Communicates with clarity, presence, and executive polish regardless of audience; Cares deeply about raising the bar, running inclusive and consistent processes, and strengthening the hiring muscle across the organization

Benefits

Medical, dental, vision; HSA/FSA; 401(k) including match for 2027; Carrot Fertility reimbursement; Paid parental, medical and caregiver leave