Andre the Giant
What a farce this one was. Andre the Giant is undeniably one of the most loved WWE superstars of all time, but his run with the WWE title, if you can call it that, was one of the worst pieces of booking in wrestling history.
After holding the belt for 4 years, Hogan agreed to put the belt on the line against Andre the Giant at Saturday Night Main Event in 1988. Andre would finally defeat The Hulkster, despite a questionable finish and then one minute later attempt to sell the belt to The Million Dollar Man Ted Dibiase.
The then WWE president Jack Turney ruled this as being illegal and made the belt vacant- giving Andre the Giant the most worthless WWE title run of all time.