Many times the error message will be something about a missing DLL file that prevents the application from loading.  This would have been something easy to fix if you had just known about it.  The terminal gives you this information where the graphical user interfaces at times do not.

If you are missing a DLL file, get it from your Windows computer or look for it online.  Drop it into your C: under your .wine folder and put it into the system32 file.

Now double click the EXE and see if it works.  In most cases it should work.

Normally it doesn’t take this much effort to find out if there is a problem, but it is worth it especially if that’s a program that you really want to use on your Linux desktop. gtamp.