WWE - Vince McMahon's PPV Opponents

Can you name everyone to face The Boss on a WWE pay-per-view event?

Blank match types are all one-on-one traditional singles matches.

Matches highlighted in yellow are championship matches.

Opponents in Royal Rumble matches are excluded.

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Last updated: September 19, 2025

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Year	Event	Match Type	Answer
1999	St. Valentine's Day Massacre	Steel Cage Match	Stone Cold Steve Austin
1999	King of the Ring	Handicap Ladder Match	Stone Cold Steve Austin
1999	Armageddon	No Holds Barred Match	Triple H
2000	King of the Ring	Six-Man Tag Team Match	The Rock
2000	King of the Ring	Six-Man Tag Team Match	The Undertaker
2000	King of the Ring	Six-Man Tag Team Match	Kane
2001	WrestleMania X-Seven	Street Fight	Shane McMahon
2002	Royal Rumble	Street Fight	Ric Flair
2003	WrestleMania XIX	Street Fight	Hulk Hogan
2003	Vengeance		Zach Gowen
2003	No Mercy	"I Quit" Match	Stephanie McMahon
2003	Survivor Series	Buried Alive Match	The Undertaker
2006	WrestleMania 22	No Holds Barred Match	Shawn Michaels
2006	Backlash	No Holds Barred Tag Team Match	Shawn Michaels
2006	Backlash	No Holds Barred Tag Team Match	"God"
2006	SummerSlam	Tag Team Match	Triple H
2006	SummerSlam	Tag Team Match	Shawn Michaels
2006	Unforgiven	Handicap Hell in a Cell Match	Triple H
2006	Unforgvien	Handicap Hell in a Cell Match	Shawn Michaels
2007	Backlash	Handicap Match	Bobby Lashley
2007	Judgment Day	Handicap Match	Bobby Lashley
2007	One Night Stand	Street Fight	Bobby Lashley
2010	WrestleMania XXVI	No Holds Barred Lumberjack Match	Bret Hart
2022	WrestleMania 38		Pat McAfee