11 Superstars who won Royal Rumble in their first attempt

#2. Big John Studd triumphed in the Rumble in 1989

At a star-studded event at the Royal Rumble in 1989, it was Big John Studd who ultimately won the match to fans' surprise.

The event featured the likes of Hulk Hogan, Andre the Giant, Jake 'The Snake' Roberts, Bushwhacker Luke, Shawn Michaels, Randy Savage, and Ted Dibiase. Big John Studd made his appearance at #27 and eliminated The Million Dollar Man to add a Royal Rumble victory in his career.

He, however, didn't even contest that year's WrestleMania. Nonetheless, the 1989 Rumble will be remembered for the moment when Andre The Giant eliminated himself after Jake Roberts freed Damien, his pet snake.

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#1. Jim Duggan won the first-ever Royal Rumble in 1988

The first-ever Royal Rumble marked the debut of all its entrants. A bit different from subsequent editions, the event featured 20 superstars in the namesake battle royal.

Hacksaw Jim Duggan emerged as the victor of the first-ever event and embedded his name in the history of professional wrestling. He's also one of the superstars to enter the Royal Rumble in four different decades.