Downtowns contribute significantly to the economy of cities and as a result, decision makers are increasingly recognizing the fundamental value and importance of maintaining viable downtown cores. Following the post-war era of urban decay and suburban expansion, there have been widespread attempts nationwide to reverse trends and to revitalize downtowns. In the Winnipeg context, urban renewal was practiced throughout the 1960s and 1970s; tripartite agreements were utilized during the 1980s; and development corporations were introduced throughout the 1980s and 1990s as a way to encourage private sector investment with targeted public sector investments. This practicum investigates the relationship between planning and development in the downtown revitalization context. In particular, this research aims to discover the extent to which a downtown development agency may have facilitated the better integration of planning and development in a city’s downtown, where revitalization has been very much on the public agenda. Winnipeg’s CentreVenture Development Corporation was used as a case study to explore this relationship. It was established in 1999 and continues to operate today. This paper attempts to determine the extent of its involvement, and the manner by which this arms-length government agency has aided and influenced tangible development in Winnipeg’s downtown. Furthermore, the case study was used to understand the nature, scope and form of related downtown revitalization, and to distill any learning about the general topic that might be applicable in other comparable settings. The practicum concludes by providing potentially transferable best practices to cities with similar characteristics and with recommendations for both CentreVenture Development Corporation and its shareholder, the City of Winnipeg.