Alright, completely removed and reinstalled wine. Starting fresh, here is what I am doing. Code: export WINEPREFIX=/media/Wine cd /media/CD_name wine Setup.exe When I click the launcher button to start an installer (Install Shield) I get the same error as in my first post. When I click the "Browse C: Drive" it correctly takes me to the clean install drive_c. With an app that uses a different installer, the program installs without issue, but when I try to run the program, it throws the same error: "<programname> has encountered a serious problem and needs to close". What is going on here? It is far too difficult to change an install directory in wine.