Some did get their kids involved, others kept them away. But I think in most cases, the rackets were always a family business in Chicago and most modern-day gangsters that I can think of quite frankly all grew up in the rackets. You obviously know about Nick Ferriola, Frank Calabrese Jr. and the Caruso Brothers. Pudge Matassa even set his own sons up with restaurants and businesses (and his own father set him up) and a lot of Outfit guys set their kids up in the unions (but relied on them to keep the rackets going). Sam Inendino is not a gangster but ran his father's connected companies using his father's connections - a lot of these kids are "semi legitimate."

Chicago is interesting because it also became common to extort the kids of dead bosses - so everyone from Paul Ricca Jr. to Dominic Alderisio were extorted at one point or another by their father's former colleagues. It apparently became so bad that Accardo had to make a formal rule to ensure the same didn't happen to his family.