A small, private academic library took the risk of moving from a traditional integrated library system to adopting a system "in the cloud." This case study presents the setting, history, and local needs of the library, including staffing challenges, and explains the decision-making rationale and process. A description of the library's transition process to Online Computer Library Center, Inc.'s WorldShare Management Services is followed by an assessment of whether its hopes for the new system have been fulfilled. Although other libraries are beginning to use cloud-based systems, the technology, philosophy, and practice of this new type of library management service have yet to be fully tested. (Contains 1 figure.)