The subject matter of this specification can be implemented in, among other things, a method that includes determining, by a first computing device, a set of remote applications hosted by a second computing device including file type associations for each remote application. The first computing device determines a set of local applications and their file type associations. The each file type associated with a remote application, the first computing device determines whether the file type is also associated with a local application. Responsive to determining that the file type is associated with both a remote and local application, the first computing device configures a proxy component with parameters specifying the remote application and the local application. The proxy component is configured to determine whether to open a requested file of the file type with the remote application or the local application based upon the current client/server environment.