I was sitting at my wife's XP machine with a spare five minutes, and it suddently came to me that I haven't done enough remote testing of Wine. So I ran wcmd cygwin startx ssh -X mybox ssh mylaptop wine spyxx.exe just to see how well wine would work via two ssh hops on top of x on top of cygwin on top of winxp.
First issue: you can't use the menus with the mouse! Sure, they'll pop up, but when you move the mouse down to one of the menu items, the menu goes away. It decides the user really wanted to highlight the toolbar, or something.
Before you say "Aw, nobody'll do that", consider that LTSP is getting a lot more popular... and last week a local small business owner I know asked me to help set up diskless Linux workstations to run his existing Windows apps. - Dan