#4 Shawn Michaels
Vince McMahon's feud with Shawn Michaels began when he decided to deal the latter the same hand as the one Bret Hart got back at Survivor Series 1997.
Mr. McMahon distracted HBK during the 2006 Royal Rumble match, which allowed Shane O'Mac to eliminate him from the match. It was later announced that Vince McMahon would be facing Michaels at WrestleMania 22.
During the March 6 episode of RAW, Shawn Michaels faced off against Shane McMahon and the latter ran victorious. Shane O'Mac then spoke to Lilian Garcia as she announced that HBK would be facing Vince McMahon next that very moment. As a numb Michaels lay on the mat, Vince pinned him to secure the win in merely six seconds.
Vince McMahon would later recreate the Montreal Screwjob at the Saturday Night's Main Event XXXII during Shane and Michaels' Street Fight with HBK bearing the brunt this time. The WWE Chairman would later go on to lose his No Holds Barred match at 'Mania. Father and son would join forces again to get the better of Michaels at the Backlash PPV.