AU - When Bruce Wayne's parents die (or maybe later on Alfred gets killed too), he decides that only the criminals ever win. So, with a maximum of other attributes intact (unwillingness to kill, paranoia, intelligence), he becomes a master criminal, eventually meeting most of the people he knows in canon.
He'd really need a purpose, though, since obviously it's not for money. The challenge? Giving money to charity?
All ideas are free for the taking.
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