Bobby was very patient. Uncle Jun was pretty out of it by the time Bobby became his caretaker so I'm not sure how much info he would have been able to pass along to Bobby, the most unfortunate thing that happened to Bobby was he lost his wife. I think if he had his wife and his kids to support he would have been a more hardcore earner. It almost seems like he was humbled after his wife's death. Janice actually seemed to get in the way and held back Bobby's progress, made him stay home, not take care of his uncle, and caused problems/tensions between he and Tony, so I don't think Bobby would have been a good boss. Paulie would have been decent if he wasn't so obsessed about his mom not really being his real mother and actually his aunt, that seemed to make him an even bigger psycho