When he was making logs of his day to day activities in journal entry type things did he not think how incriminating it would all be if he was ever caught?
Obviously not. He may be very intelligent but clearly he wasn't a criminal genius. I think rule #1 when you're creating these sorts of markets is not to be a resident in the United States or any country with an extradition treaty to there for that matter. Go to a nice sunny country where the US can't step foot in or if you want to remain in the US you better make sure to cover your tracks 100% but I wouldn't want to risk it as it's almost impossible and the stress of worrying about it doesn't bare thinking about.