2: Chyna
Debuting in the WWF in 1997, Chyna was a true pioneer.
The so-far only female Intercontinental Champion, the ninth wonder of the world was also the first woman to enter a Royal Rumble match.
Another accolade you may not know: Chyna has defeated the Deadman.
Squaring off on the August 9, 1999, edition of RAW in a triple threat match that included Triple H, Chyna was able to score the biggest win of her career.
Pinning the Game after some help from a certain Rattlesnake, the recently inducted Hall of Famer may not have beaten 'Taker per se but was the winner of a match he lost.
A huge main event for a huge show, as that night also saw the debut of a new rookie in WWE, by the name of Y2J Chris Jericho.