4. John Cena
On the March 8, 2010 episode of WWE Monday Night RAW, Mr. McMahon joined forces with the likes of Mark Henry, Vladimir Kozlov, Jack Swagger & Drew McIntyre, to wrestle John Cena in a No DQ five on one handicap match.
At the end, John Cena got attacked by his upcoming WrestleMania opponent “The Animal” Batista, and after 11 minutes Mr. McMahon pinned him to gain the victory.
Vince had already lost a previous match to John Cena (via DQ) in 2006, but this time he stood tall, and at the end of the day a win is a win.