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1) I believe this is more a result of the user-rosters. The players are rated lower than the minor league potentials. Unless you edit it yourself, this is going to happen every time you run a new league.
2) Probably a money issue. Vlad Guerrero isn't the Vlad you know according to the AI. Instead, he's just a baseball player that makes more money than the team is willing to pay.
3) Check your HOF settings. Perhaps the qualifiers are too high and no one is reaching them.
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