To get Chessmaster or any Windows app to run properly on a MAC you'll need a program like VMWare fusion to do this. As for a good chess program for Mac there are a few but I am not very familiar with this. You can do a search or start another thread with the subject asking for such...
Chessmaster 9000
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I have been trying to run it on my Intel Mac with little success. It opens, and I can play games, but only with the default settings (That is to say, against the 2800 or so rated 'Chessmaster'). If I try to change anything, it crashes. Does anyone know if there is a universal patch out there? Or at the least, a quality program that isn't PPC...?