Upgrading to the latest Wine, 1.1.0, fixed the problem with the keys. W00t! For future reference, I had to do these things to make ZBrush work: ----- download winetricks sh winetricks vcrun2005 (installs dll's that zbrush needs) (then install zbrush) sudo sysctl -w vm.mmap_min_addr=0 (then run zbrush, and you'll have to do that each reboot) ----- You do still get an error about WinTab This procedure has not been tested with (but should work with) the trial version: http://www.pixologic.com/zbrush/trial/download/ Hope this helps someone else.