#1 Bret Hart (1997) - Eliminated 29th - 2 Eliminations
Technically, Bret Hart won the Royal Rumble in 1997 but that's not what is written in the history books. Instead, Stone Cold Steve Austin's hand was raised at the end of the match and he was declared the winner, despite the fact that he had previously been thrown over the top rope by Bret Hart and both his feet hit the ground. Neither Hart or Austin would make it to the title match at Wrestlemania, as the WWF President at the time, Gorilla Monsoon would overturn the decision.
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The 1997 Royal Rumble saw former WWF Champion and 1994 Royal Rumble co-winner Bret Hart enter in as the 21st entry of the match. During the match, Hart would eliminate Jerry Lawler, Austin, and Diesel. However, as the officials were on the other side of the ring dealing with a ringside brawl between Mankind and Terry Funk. Austin would then eliminate the Undertaker and Vader before turning and tossing Bret Hart over the top rope.
As Shawn Michaels, the previous WWF Champion, vacated the title due to injury the final four from the Royal Rumble participated in a four-way elimination match at the next PPV. Hart would win the match but lost the belt to Psycho Sid on the following Raw. Instead, Hart and Austin would go on to face each other at Wrestlemania in a submission match which would go down in history.