Many gangsters who I find intriguing are already mentioned by others.

Tony Accardo, Joe Bonanno, Carlo Gambino, Joe Massino etc.

But I would also like to add both Rizzuto's, Nicolo and Vito.

These guys were almost the perfect mob bosses and incredibly smart and cunning, which are ofcourse the most important qualities a boss needs to have.

They were also real gentleman with a certain style and charisma.

Both were also 'bridgebuilders'. Nicolo built up a huge network which he used as a base for setting up an incredibly effective organization. He laid the foundation, and his son Vito solidified it by making many alliances. Both father and son were also perfect mediators.

I'm speaking in the past sense because Nicolo is recently killed and Vito is locked up in prison. And since it's now turmoil in Montreal it looks lke his days are over. I'm really wondering what Vito Rizzuto will do when he returns, if that would happen in the first place. It's most likely he will be out of the picture as others have filled the power vacuum he left behind.

The big question is: will he still have allies left and be able to pull some strings? We will see.