A growing number of governments will consider and even choose to migrate to an alternative operating system that uses Free/Open Source Software (FOSS). This research examines why governments choose to migrate and what factors affect implementation. Drawing on a comparative case study of four cities, I find that governments decide to migrate for a range of factors, but are driven more by democratic values such as independence and self-determination than by a desire to cut costs or save money. I also find that implementation is affected by a variety factors but in particular by information technology's place within a city's organizational structure.