A message boards for comic-lovin' artists often has specially-themed contests. This one was to take classic Disney characters and twist them into "Vertigo" versions of themselves. Vertigo Comics is an edgy, ultra-modern comic line that allows for more mature stories, crime genre/noir, hard core sci-fi, and the like.
So here's my take: Mickey Carlo. If Toontown meets Vegas, is there any doubt who'd try to be on top?