Renato Canova is my letsrun Greatest of All Time (poster)
No other person has provided greater insights, greater content, greater controversy and created more discussion. He's really the best ever.
We've all learned so much from him and disagreed with him and personally I've read almost everything he's ever written. No single person has been more insightful than Renato. He is just the best.
This is a controversial one but I'm going to through out Bad Wigins.
Occasionally wildly insightful, and nobody has had a better run at trolling.
He's my pick to be Malcolm Gladwell's (who said he visits the site every day) pseudonym.
Another one nobody has mentioned is The4:30miler. When he got arrested at the White House for getting in an argument with a top Obama official while wearing a Redskins jersey, I feel he really captured the spirit of Letsrun in a way.