Chessmaster Online (1996) - MobyGames

Chessmaster Online was a free on-line game based on Chessmaster 5000 which allowed chess players to play against each other and chat over the internet via MIndscape's servers. Alternatively the player could play themselves on their own machine.

Download Chessmaster 7000 (Windows) - My Abandonware

Chessmaster 9000 (2002) - MobyGames

Download Chessmaster 5500 (Windows) - My Abandonware

Millennium Chess Computer - King Exclusive Chess960 Fischer Random

Download Chessmaster 8000 (Windows) - My Abandonware

Download Chessmaster 5000 (Windows) - My Abandonware

Download Chessmaster 8000 (Windows) - My Abandonware

Games that sold you purely on box art?

Chess Wars A Medieval Fantasy Download - Colaboratory

Hal Bogner - President - H. M. Bogner & Associates