Ok I deleted wine, and reinstalled the latest version, then used winetricks to install vcrun2005 ie6 and winitricks. I ran the installer and got up to the part where it's starting the clientupdate.exe right before it comes up and then it crashed and a box came up and gave the error "The program ClientUpdate.exe has encountered a serious problem and needs to close. We are sorry for the inconvienience". This is what happened in the Terminal Code: Astrauks-MacBook-Pro:RoM install files Astrauk$ Wine cannot find the FreeType font library. To enable Wine to use TrueType fonts please install a version of FreeType greater than or equal to 2.0.5. http://www.freetype.org Wine cannot find the FreeType font library. To enable Wine to use TrueType fonts please install a version of FreeType greater than or equal to 2.0.5. http://www.freetype.org HTTP/1.1 200 OK Content-Type: application/octet-stream Accept-Ranges: bytes Content-Length: 20735 Date: Sat, 22 Jan 2011 14:00:14 GMT Server: lighttpd/1.4.19 HTTP/1.1 200 OK Server: Apache Accept-Ranges: bytes Content-Length: 2748566 Content-Type: application/zip Age: 85436 Date: Sat, 22 Jan 2011 21:52:23 GMT Last-Modified: Mon, 10 Jan 2011 14:36:38 GMT Connection: keep-alive Wine cannot find the FreeType font library. To enable Wine to use TrueType fonts please install a version of FreeType greater than or equal to 2.0.5. http://www.freetype.org err:wgl:opengl_error No OpenGL support compiled in. err:d3d_caps:WineD3D_CreateFakeGLContext Can't find a suitable iPixelFormat. err:d3d:InitAdapters Failed to get a gl context for default adapter Direct3D9 is not available without OpenGL. wine: Unhandled page fault on read access to 0x00000000 at address 0x4158e3 (thread 0030), starting debugger... Wine cannot find the FreeType font library. To enable Wine to use TrueType fonts please install a version of FreeType greater than or equal to 2.0.5. http://www.freetype.org