if you downloaded the source code... you'll have to compile it. There is no binary download for OSX, only source code. They have GUI stuff for Linux, but nothing for OSX yet, so yes its all command line. http://wiki.winehq.org/MacOSX/Installing The easiest way to get it to build right is to actually use Macports and let it take care of compiling everything for you. a 3rd party tool of any type, including Crossover, is a good way to go for ease of use, but you have to get help from those 3rd parties really. Crossover should have an entry and forum for the game.