To take advantage of todays technology, many organizations are migrating from their legacy systems. With help from the Human-Computer Interaction Laboratory (HCIL) and Cognetics Corporation, the Maryland Department of Juvenile Justice (DJJ) is currently undergoing an effort to redesign their information system to take advantage of graphical user interfaces. As a research lab, HCIL identifies interesting research problems and then prototypes solutions. As a project matures, the exploratory prototypes are adapted to suit the end product requirements. This case study describes the life cycle of three DJJ prototypes: (1) LifeLines, which uses time lines to display an overview of a youth in one screen, (2) the DJJ Navigator, which helps manage individual workloads by displaying different user views, and (3) the ProgramFinder, a tool for selecting the best program for a youth. (Also cross-referenced as CAR-TR-826)