"The Sopranos: Phil Leotardo
A true wise guy and mafia man that looks like he should be your grandpa. Phil and Tony's tug of war truly made for great tv and great moments. He's one of the few villains that is truly hard to feel any sympathy for and Frank Vincent was born to play him. The numerous murders he's responsible for makes him bad but it's his rage and determination that make him a memorable bad guy. One thing you have to give him though is that he loves his grandkids."