Staff Technical Recruiter, Design

Headway is hiring an experienced Staff Recruiter to own our most complex and senior design searches — the hires that shape what we build and how fast we build it. In this role, you’ll run end-to-end searches across Product Design and Product Analytics/Research, partnering directly with the CPO, VPs of Product and Design, and their leadership teams to design the right hiring strategy, shape the 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 of design/creative talent 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.

• 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 — 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, 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

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