You won't find a program with the depth of instruction that Chessmaster had, but as a diamond member that shouldn't bother you. I'd say the 3 most popular would be Fritz, ChessKing, and HIARCS chess. Fritz is very powerful but a bit of a pain to learn to use. ChessKing was designed for the scholastic crowd with lots of puzzles to solve and an elaborate videogame like reward system. HIARCS chess has a rep for having very human like play and has an easy to use database. I have all three. I use Fritz for analysis with an upgraded engine, ChessKing to amuse myself with puzzles and games with odds against Houdini, and HIARCS to search databases and learn new openings (you can start a game against the engine from any of 200 common opening positions).
Older versions of Fritz are available and cheaper. ChessKing can be bid for on Ebay. Haven't found a cheap way to get HIARCS, but it's only around $50 for a download.
And of course there's lots of free stuff out there as well. You might want to do a "search forums" for some threads on best free software, etc.
Good Luck!
I was looking to get a new copy of Chessmaster Grandmaster Edition since I have lost my original discs and looks like the line is defunct.
CGE is on Amazon for 200 bucks but that is kind of steep and I have Windows 7 fixing to upgrade to 10 so it does not seem like a good idea to buy that.
What programs are out there now that are popular and comparable to Chessmaster?