The thing about a life of crime is that the GOAL should always be to turn the blood money into legit money and that should be the END of it. You don't keep it going like Michael did..like Pablo Escobar did. You get the fukk out when you are rich enough and you have frustrated the Feds enough. That's it. Go the Industrialist route and get the fukk out. It can only end in disaster or death. You can't keep being a WHITE COLLAR criminal and getting away with it with technology increasing and someone always being hungry for what's yours. It doesn't work.
I guess that is how the Kennedys did it with Joesph Kennedy Sr.
Joseph P. Kennedy Sr. - Wikipedia.