From Don King's bark to Mike Tyson's bite, Holyfield's career has been defined by the outrageous. Scroll through our timeline to relive the madness and mayhem.
Sports Illustrated takes you ringside for 10 of the best bouts in Madison Square Garden history.
CNN/SI followed Holyfield through a typical day of training.
Check out the video clips, but be sure to come back to Evander's
Believe It Or Not.
They're known for bleeding, losing and taking a pounding. Check out our gallery of boxing's most unlikely contenders.
JAMES (BUSTER) DOUGLAS vs. MIKE
TYSON, ko 10 Feb. 11, 1990/Tokyo,
This 42-1 longshot wrote the punch line for every
joke-of-a-challenger. Douglas dominated the undefeated,
undisputed champ, and rallied from an 8th round knockdown
to score one of the biggest upsets in sports history. Eight
months later Douglas parlayed
the victory into a $24 million payday for his one and only
defense, a third-round knockout loss to Evander
Text by Evan Kanew Photograph by Tony Triolo/HBO Illustration by Jeff Wong