Jace, there have been instances where even guys who were already wealthy were sworn in to the mob, in fact that's why the mob wanted them, because they were business savvy. Some people are just drawn to crime, it's in their DNA, figuratively speaking. Like Henry Hill said, "if you offered Paulie a million dollars he would turn you down and try to figure out a way to steal it from you." Genovese mobster Gyp DeCarlo even said something like, "I don't know why all these guys wanna go legit, not me. I don't want to go legit like these other fucks who get money." I'm paraphrasing of course. You can even go outside the mob and find these types, I'm sure Bernie Madoff wasn't poor.