Cheryl Rademacher

Cheryl Rademacher is Head of Payment Partnerships & Operations at Chewy, where she leads payment provider relationships, payment operations, and financial system integrations across Chewy’s payment ecosystem. Her recent work includes supporting omnichannel payment experiences across Chewy.com and Chewy Vet Care’s veterinarian locations, including payment services, point-of-sale capabilities, order-to-payment integration, settlement, reconciliation, and issue resolution. Cheryl brings more than 20 years of experience across payments, order-to-cash systems, compliance, and enterprise commerce platforms, with prior leadership roles at Amazon and Microsoft. Her background gives her a practical perspective on how digital-first businesses can extend into physical environments while keeping payment choice, checkout familiarity, loyalty, refunds, and support consistent for customers and teams.