I've had the most success on OSX by using the build script from google code: > http://code.google.com/p/osxwinebuilder/ It just kind of worked when I did it. Don't forget to set a couple of ENV vars before trying to run wine: Code: export DYLD_FALLBACK_LIBRARY_PATH="${HOME}/wine/wine-1.2.1/lib:/usr/X11/lib:/usr/lib" export PATH="${HOME}/wine/wine-1.2.1/bin:${PATH}" Instructions are on that osxwinebuilder site. the script downloads everything needed, configures and builds it. It just works. You don't have to mess around with launchd at all. That being said, I did that for wine 1.5.4 and it was wonderful, but I just tried it for 1.5.5 and the build is broken during SDL, not sure why. You can probably use the script with the --stable flag to build 1.4 though.