3. Henry Cooper

Date: 8/6/1966
Fight: Henry Cooper vs. Muhammad Ali II
Henry Cooper and Muhammad Ali had a couple classic fights. Both ended with Coop being a bloody mess. In their second meeting, all it took was six rounds for Ali to leave Cooper looking like something that walked out of a Stephen King novel. There's no doubt dude had heart. We give him an A for effort... and a C- for execution.