I think there's also a self selecting element to this where being the sort of person who either feels like they're too clever to get caught, or have the sort of risk-seeking gambler mentality that makes you much more willing to tolerate say 10% chance of life ruining consequences for X payout, makes you more likely to do this sort of thing in the first place.

That same impulsivity or arrogance probably lends itself well to brazenly chatting up your crime plans with your secret friend the computer, who would never snitch, because how would he, he lives in your pocket.