The Riddler
A compulsion dressed up as a criminal career
Attribute scores
Editorial estimates on a 0–100 scale, calibrated against every other character in the index. Not official canon.
Who they are
The Riddler cannot stop leaving clues. It is not a taunt, it is a disorder: he needs to be recognized as the cleverest person in the room so badly that he sabotages his own crimes to prove it. Recent versions have leaned into that pathology and turned him into a genuinely frightening figure, a serial killer with a following and a livestream.
Defining traits
What makes them dangerous
He builds traps that are technically solvable, which means people die while smart men are still reading.
And what undoes them
He will always tell you what he is going to do. He cannot help it.
Things you might not know
- He appeared only twice in the 1940s and was revived largely because a 1966 television performance made him a star.
- In several storylines he works as a private detective, and he is genuinely good at it.
- The 2022 film reimagined him as a masked figure inspired by real letter-writing serial offenders.
Why number 16 in Comics
Recent versions turned a compulsion into something genuinely frightening, but the character was always defined by a need he cannot control.
Why number 20 in Smartest
Brilliant and compulsively self-defeating. He would be far higher if he could stop telling everyone what he is about to do.
If you like this villain
Sōsuke Aizen
Bleach · 2001
The betrayal that was planned a hundred years before chapter one