This topic aims to open up a discussion on how staff training and skill building workshops can empower both veteran and new staff in technical services and cross train staff outside of technical services on metadata and cataloging projects. Training and skill building occur frequently in and out of the office. At UMass Amherst, several staff have moved on, new staff have arrived, and the library is preparing for a migration to a new Library Services Platform. These changes have led to staff taking on new responsibilities and well as several cross training opportunities. Workshops have been recently offered to learn new software such as Outlook calendar, Trello, and Slack. Other workshops have been offered to prepare people to better their use cataloging tools such as MarcEdit and OpenRefine. Documentation has been updated or created to help staff learn new workflows such as cataloging music, updating local holdings records with OCLC, cataloging archival books, or how to handle batch loading.