I think most Mob bosses in both America and Especially all around Italy know that their lives are sustained by incredible wealth that only you and I could dream of. A lot of these Bosses have the world by the balls but obviously nothing can be totally luxurious in life without some cons in the background. for the bosses, it's knowing they could end up in jail for life, go on the run or whacked. Besides to be honest, they all know this and accept it, as that is their way of life, it's not just all about money, their is a way of life element in there somewhere.