i want to say tony accardo and the current chicago outfit... even the feds dont know who is boss its pure speculation by everyone and the outfit is the most intriguing family in my eyes because they are so secretive and nobody except them really know who the boss or acting boss is and how many strong they really are.... but a few come to mind in intriguing one is al tornebene the supposed former consierge of the outfit another is hy larner ... look him up