I would have suggested "A Million Little Pieces" if not for the current problems surrounding its nonfiction nature.
I thoroughly enjoyed "Moneyball" by Michael Lewis when I read it.
"The Way It Looks From Here" by Stephen Brunt is a really interesting compilation of Canadian sportswriting.
If you're looking for fiction, I can't really help. edit: Except to say you could try Fight Club. A great book as well.
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