Cruella de Vil
One Hundred and One Dalmatians · 1961
No magic, no army, just a coat she wants very badly
The villain who proved a superhero comic could break your heart
Editorial estimates on a 0–100 scale, calibrated against every other character in the index. Not official canon.
Osborn is a respected industrialist and the father of Peter Parker's best friend, which is why the Goblin hurts more than any other Spider-Man antagonist. He is the one who learned the secret identity first and used it, and the 1973 story where he kills Gwen Stacy is widely treated as the moment the Silver Age of comics ended.
He attacks the people around the hero rather than the hero, and he knows exactly who they are.
The Osborn personality still exists underneath and can be reached, briefly, at enormous cost.
He is responsible for the single storyline most historians point to as the end of an entire era of comics.
One Hundred and One Dalmatians · 1961
No magic, no army, just a coat she wants very badly
Gravity Falls · 2012
A floating triangle that is far worse than it looks