6. Jim Duggan – 1988
The Royal Rumble match debuted in 1988, but it wasn’t until 1993 that the main even spot at WrestleMania was on the line for the winner. While winners from 1990-1992 included Hulk Hogan and Ric Flair, the first two winners of this match didn’t have near the prestige of those two hall of famers.
We’ll cover the 1989 Royal Rumble winner later on, but for the first ever winner of the match, it was Hacksaw Jim Duggan. This match only had 20 participants and didn’t really have a prize for winning it. It never really lead to a push either because in Duggan’s lengthy WWE career he never held a single title.
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