So to summarize: A windows CD where the execute permission is not set -r-------- 1 jage jage 14860 2000-08-03 16:57 install.exe Right clicking and choosing Open With Wine Windows Program Loader fails because of Ubuntu policy prohibiting execution of files not marked with the executable bit https://wiki.ubuntu.com/SecurityTeam/Policies#Execute-Permission%20Bit%20Required CD cannot be mounted as executable because it is read only (see my above post) Solution was terminal (of course): jage@Violet:/media/QWBASMMIR1F$ wine install.exe Hope this helps someone in the future.
