Re: Real interesting question
Reading a book "a bunch of times" is not likely to award you a deep theoretical understanding of the game (or anything for that matter). You need to be thinking critically about poker, as Jerrod pointed out. Theory of Poker suggests where you may want to focus your thoughts, but just rereading and memorizing the book will probably do very little for you. Playing multiple games gives you a different experience and can have a profound impact on the way you think about poker as well.
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