Many libraries and archives rely on digital collection platforms that once served them well but now feel misaligned with evolving priorities like adaptable workflows, actionable analytics, and sustainable access. In this webinar, Rachel Walton (Rollins College) and Olivia Inglin (University of Puget Sound) share their transitions from legacy systems to JSTOR Digital Stewardship Services—what drove their decisions, how they guided change, and what’s different today. Their reflections offer practical insights for leaders managing digital collections, metadata, and discovery.