 If you liked
Liar Game
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 ...then you might like
Last Inning
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One is sports, other is game... but they have one big thing in common: interesting main character that is practically a con-man and uses his skills and knowledge in order to help a naive party succeed (to go to the Koshien or not ending up with humongous debt). If you enjoyed either one of them you're certainly going to like other - expecially if your thrill is getting insight in strategy, tactics, mind games and sometimes antiheroic, but necessary means.