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CheckerBoard
Download a strong free checkers program for windows, including a large game database and a checkers tutorial by grandmaster Richard Pask.
DAM
Variant played on a 10x10 board. (Windows, PalmOS, or Java)
Damas99
Windows version with strong computer AI.
KingsRow
A checkers engine to plug into CheckerBoard (you need CheckerBoard for this). Uses Chinook Endgame databases and an opening book. The strongest free checkers program around - maybe even stronger than the commercial programs.
Magicwand Checkers
A Windows checkers game with sound and speech effects.