#3 Hacksaw Jim Duggan – 1988
It's pretty random, isn't it? Why on earth Jim Duggan won the inaugural main event at the Royal Rumble may never be known. But the fact remains is, it was nothing other than a mistake.
Unlike Big John Studd in 1989, he was not deserving to win a Rumble match as he was nothing other than an average mid-carder. His victory didn't last long as just months later he was sacked after being caught with drugs in his car when searched by police.
Duggan was undeniably a fan favourite during his time in WWE, but he certainly didn't deserve this push he got when someone else would have taken full advantage of the crowd's support.
The Royal Rumble has proved to be a kick-starter for many WWE Superstars’ careers, but this one proved nothing more than a waste of everyone's time.
