Chessmaster 9000 defeated then U.S. Chess Champion International Grandmaster Larry Christiansen in a four-game match held in September 2002.4 Chessmaster won the match 2.5-1.5. The Chessmaster program was operated by John Merlino, the Project Manager of Chessmaster at the time of the match. Chessmaster 9000 The first edition of this best-selling series of chess simulations to appear on the Mac for several years. Featuring challenging gameplay with unrivalled personal instruction and chess resource material to elevate your game, Chessmaster is a teacher, mentor and ultimate opponent that provides countless hours of interactive. Chessmaster 9000 is as full of features as it's. Chessmaster 9000 Reviews (Oct 25, 2002). There's not much competition, but the best chess game out there continues to improve over time. Chessmaster 9000 - Chessmaster 9000. This game has it all: classroom tutorials; practice drills; dozens of. So, I am running a Macbook Air, and I have been trying to figure out a way to run Chessmaster (I think 9000 is the last release on mac os) without having to carry around an external disc drive. I have no problem paying for the program, but I just can't really deal with having to have a cd in to play it on the go. Addendum: Edited -This program WILL run on newer MAC OS's all the way up to El Capitan! See Comment at end of Review for details! This is the LAST Chessmaster Program that will STILL run in MAC OS X -as long as its Ver.10.6.8 'Snow Leopard' -which is the LAST Mac OS that Apple supported the use of the 'Shell' Program known as 'Rosetta' in, which must be installed to allow Chessmaster (and.