If he needed a temporary infusion of cash, couldn’t he have just gone to autograph events, be a brand ambassador, etc.?
If he wanted something to bring in a little money, he could easily be a high school football coach.
Maybe it was the thrill and glamour of a life of crime that got to him! Imagining himself as some kind of David Nivenesque character, surreptitiously scaling high walls and foiling laser-beam security systems, karate-chopping guards, and leaving a single long-stem rose at the scene of each of his crimes, may have been too much for him.
If he wanted something to bring in a little money, he could easily be a high school football coach.
You have no sense of romance or adventure!
Regards,