39. “The Legend Killer” Randy Orton
After The Undertaker beat him at ‘WWE WrestleMania 21’, Randy got his revenge at ‘WWE SummerSlam 2005’ by pinning him after his Dad “Cowboy” Bob Orton intefered. Both would later beat Taker in a Handicap match at ‘WWE No Mercy 2005’.
4 years after that, another Victory would follow on the December 14, 2009 Monday Night RAW Edition, when Orton won the ‘Superstar Of The Year 2009 Tournament’ Semi Final match against Taker.
