Played by: Roscoe Lee Brown

As one of Spider-Man’s most grounded villains, Wilson "Kingpin" Fisk pretty much runs all of the crime in New York City. Nearly every criminal, from the lowliest bank robber to the most sophisticated crook, works for Fisk in some capacity. He runs all of it from his impenetrable fortress, which is somehow located inside the hollowed-out Chrysler Building.

Even though Spider-Man: The Animated Series couldn’t show much in the way of violence and dangerous criminal activity, the Kingpin’s empire was still an overbearing force hanging over Spidey’s life. The best part about the Kingpin’s world is that while he is secretly running all of the city’s crime, he also moonlights as one of the most respected citizens of New York.