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#6 Ric Flair
The better part of 2002 saw Vince McMahon and Ric Flair engaging in a power struggle. The duo wrestled in a Street Fight at Royal Rumble 2002 which Flair won. Months later, Flair took on Vince again on an episode of RAW, with the 100% ownership of RAW on the line. Brock Lesnar's interference helped Vince pin Flair and take full control of RAW.
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Flair wrestled for the next six years on the main roster before retiring at WrestleMania 24 following his match against Shawn Michaels. At 71, Flair is currently enjoying his retirement. It has been 11 years since he last wrestled a match.
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#5 Randy Orton
Back in 2009, Vince joined forces with DX to take on Randy Orton's Legacy on RAW. Orton decided to bail in the end but was thrust into the ring by Cena who surprised The Viper from behind. An Attitude Adjustment from Cena was enough for Vince to score a pin over Orton.
Today, Orton is a seasoned veteran and still seems to have a lot left in the tank. He recently lost a Last Man Standing match to WWE Hall of Famer Edge at WrestleMania 36.
