Oh, the HUD doesn't run under wine, I use fpdb and its HUD, which is written in Python, and doesn't need wine. It does recognize PokerStars windows if PokerStars runs under wine, though (
if I set wine so that the windows are controlled by the WM). I used to use a WinXP VM with HEM, too, but I really hate booting up a VM for playing, and using the Windows task bar, etc. - plus I can't find my WinXP key atm.
I was on Ubuntu, too, until 11.04, at which point I switched to Arch (

).