Kingpin
The Amazing Spider-Man #50 · 1967
A crime boss who beat a superhero by hiring lawyers
Politeness as a form of intimidation
Editorial estimates on a 0–100 scale, calibrated against every other character in the index. Not official canon.
Fring runs a fried chicken franchise, donates to the police, and operates the largest methamphetamine distribution network in the American Southwest. He speaks quietly, folds his clothes before doing anything violent, and demonstrates authority once, in a single wordless act, and then never has to demonstrate it again. He is the most controlled villain television has produced.
He has the police, the cartel and the DEA reading him as a community businessman.
His vendetta is older than his empire, and it makes him accept risks he would otherwise refuse.
The most controlled villain the medium has produced. He establishes total authority in one wordless scene and never needs to do it again.
He runs a continent-scale distribution network while being a police department's favorite local businessman. His only irrational decision is the one he waited twenty years to make.
Every part of the empire is a means to an end he has been carrying for twenty years, and it is the only thing that ever makes him careless.
The Amazing Spider-Man #50 · 1967
A crime boss who beat a superhero by hiring lawyers
Die Hard · 1988
The gentleman thief who rewrote the action movie antagonist
The Usual Suspects · 1995
A rumor that turned out to be sitting in the interrogation room