Director, Head Of Product Design at Paycor (acquired by Paychex, April 2025)
Cincinnati, Ohio, United States
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Summary
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Senior
Ryan Cayabyab is a design leader who scales product design organizations and the systems that make them effective, currently leading Product Design at Paycor where he grew the team from 10 to 22 and established design ops, research infrastructure, and AI tooling that boosted productivity and win rates. He drives measurable business impact—he led a homepage transformation that increased win rate from 26% to 64% and helped capture 363% more revenue from wins—while keeping team morale and retention high through acquisition. Equally comfortable in enterprise HCM and consumer product contexts, he built P&G’s Alchemy into a product-led studio that moved faster than traditional agency models and shipped an AI-driven Olay experience ahead of expectations. His leadership philosophy centers on psychological safety, cross-functional bridges, and “giving away your legos”—teaching others to own work so systems run without him. A frequent speaker and board contributor to design communities, he pairs 20 years of hands-on craft with a knack for institutionalizing repeatable discovery and delivery practices.
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Ryan Cayabyab - Director, Head Of Product Design at Paycor (acquired by Paychex, April 2025)