Does anyone have experience working with WINE? (WINE Is Not an Emulator). Also switching from Mac to Linux (Ubuntu), but have a few applications that require Windows.
http://appdb.winehq.org/ will tell you if your app is supported on Wine. Most of my Windows-only apps work, albeit with some minor glitches...sometimes.
Just be aware that just because an app is listed as working in the appdb, doesn't mean you can reasonably expect to type "wine app.exe" on your computer and have it work. All it means is that someone somewhere managed to get it to run once under one particular configuration.