Managed to figure out how to start from terminal and I get the error Code: chrisg@ChrisG-FreeMachine:/$ wine start 'C:\Program Files\Siemens\EMML Command Assistant\CmdAsst.exe' fixme:exec:SHELL_execute flags ignored: 0x00000100 chrisg@ChrisG-FreeMachine:/$ wine: Install Mono for Windows to run .NET 2.0 applications. I have something called Mono installed, but do I need to install the Windows mono under Wine for Command Assistant to run?