Holden, The orange box has cd's, but you don't need any of them, as Steam will download and install for you. Your username and password are all you should need to play your games. Download steam from here: http://cdn.store.steampowered.com/public/images/btn/SteamInstall/btn_getSteam_english.gif Unfortunately there's some issues running Source engine games (CSS, HL2), and I'm going to quote Vitamin again here: > See HOW-TOs on AppDB for your applications. There are few things you can try. http://appdb.winehq.org/objectManager.php?sClass=version&iId=5085 Since you are running on a Mac, you may experience some things different, and things like a CDROM drive on a Mac can be their own hurdle, so for now, try with the Steam installer (yeah it takes a while to download each game). My biggest success was with setting DirectX levels. I assume these issues are persistent with OS X as well. Start from scratch with Steam and leave the CDs aside for now. The demo will automatically install through this link: http://store.steampowered.com/app/219/ Just click "Install Demo". Chances are Safari or Firefox won't know how to open it, so (yes this will sound redundant) install Firefox for WINDOWS and try the link through there. -Tres -- - Tres.Finocchiaro@xxxxxxxxx