First, make sure that you can read, write and execute stuff on the external drive. Step by step instructions: Open winecfg, go to the Drives tab, add a new drive, make it point to your (mounted) drive. As for running the app... Don't do this:' Code: wine /media/DTLplus/DTLplus_Launcher.exe Instead, try this: Code: cd /media/DTLplus/ wine DTLplus_Launcher.exe But make Wine recognize your drive properly first with above instructions.