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Headway is seeking an experienced Staff Recruiter to own our most complex and senior design searches—roles that shape what we build and how fast we build it. You will 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 and deliver exceptional outcomes.
As a senior member of the recruiting team, you’ll diagnose ambiguous hiring problems, architect
You care deeply about raising the bar, running inclusive and consistent processes, and strengthening the hiring muscle across the organization You operate as a trusted advisor to executives, influencing decisions through data, market insight, and structured thinking You bring high agency and operational excellence—you run clean, structured searches that remove friction for both candidates and stakeholders You know how to untangle ambiguous or complex searches, build clarity, and drive a repeatable plan that produces predictable outcomes You bring 6+ years of full-cycle recruiting in high-growth, tech-enabled environments, with meaningful experience hiring senior, director, and VP-level design & creative talent You have deep experience recruiting talent — Product Design or Creative — and are comfortable running senior and executive-level searches You think creatively about multi-channel sourcing, building senior pipelines through research, relationship-building, and market mapping You can assess talent with credibility — you understand craft well enough to calibrate a designer’s scope, judgment, and impact You communicate with clarity, presence, and executive polish, regardless of audience