Baseball Dad, I am glad you liked Fritz and Chesster. I ordered it last night for DS4 and hopefully DS6 as well. Neither one of them can play chess yet but they play checkers on regular basis.
I cannot really explain it but I have a feeling that one day DS4 will be much better in chess than DS6.
Chess is quite a complex game and it takes time to develop a sense of strategy (some people never do). Perhaps showing him a few sample games could help a little bit.
I noticed there is Fritz and Chester #1, #2, and #3. Have you tried all of them or just the first one?
LMom (who became fascinated by chess for years after reading her first chess book)