w/ Sable vs. Marc Mero, Jacqueline – PPV Debut
Summerslam 1998
http://network.wwe.com/video/v31336879/milestone/31353953
Brood vs. Scorpio, Al Snow, Bob Holly
Rock Bottom 1998
http://network.wwe.com/video/v31348077/milestone/31357457
vs. Owen Hart
Breakdown 1998
http://network.wwe.com/video/v31317819/milestone/31335083
w/ Christian vs. New Brood (aka Hardy Boyz)
No Mercy US 1999 – Ladder Match
http://network.wwe.com/video/v31366785
Brood vs. Acolytes, Viscera
No Mercy UK 1999
http://network.wwe.com/video/v31303797/milestone/31335483
w/ Christian vs. Hardy Boyz
King Of The Ring 1999
http://network.wwe.com/video/v31314957/milestone/31335667
vs. Dudley Boyz vs. Hardy Boyz – Ladder Match
Wrestlemania 2000
http://network.wwe.com/video/v31356305
w/ Christian vs. Hardy Boyz – Steel Cage Match
Unforgiven 2000
http://network.wwe.com/video/v31345325/milestone/31356489
vs. Dudley Boyz vs. Hardy Boys – TLC I
Summerslam 2000
http://network.wwe.com/video/v31354593
vs. Dudley Boyz vs. Hardy Boyz – TLC II
Wrestlemania 17
http://network.wwe.com/video/v31599441
vs. Lance Storm
Summerslam 2001
http://network.wwe.com/video/v31356267
w/ Rey Mysterio vs. Kurt Angle, Chris Benoit
No Mercy 2002
http://network.wwe.com/video/v31345297
vs. Chris Benoit – Last Man Standing
Backlash 2005
http://network.wwe.com/video/v31300561
vs. John Cena – MITB Cash In Match
New Years Revolution 2006
http://network.wwe.com/video/v31301539/milestone/31337259
vs. Mick Foley
Wrestlemania 22
http://network.wwe.com/video/v31324317
w/ Mick Foley vs. Tommy Dreamer, Terry Funk
One Night Stand 2006
http://network.wwe.com/video/v31339151/milestone/31352195
vs. John Cena
Summerslam 2006
http://network.wwe.com/video/v31292531
vs. John Cena – TLC Match
Unforgiven 2006
http://network.wwe.com/video/v31303851/milestone/31338787
vs. Batista vs. Undertaker
Armageddon 2007
http://network.wwe.com/video/v31303259/milestone/31338759
vs. Undertaker
Wrestlemania 24
http://network.wwe.com/video/v31289587/milestone/31339865
vs. Undertaker – Hell In A Cell Match
Summerslam 2008
http://network.wwe.com/video/v31287989/milestone/31340271
vs. Undertaker – TLC Match
One Night Stand 2008
http://network.wwe.com/video/v31294195/milestone/31338491
Loses first EC Match, takes Kofi Kingston’s spot in second match
Elimination Chamber Match
No Way Out 2009
http://network.wwe.com/video/v31354701
vs. John Cena vs. Big Show
Wrestlemania 25
http://network.wwe.com/video/v31305869/milestone/31341351
vs. Chris Jericho
Wrestlemania 26
http://network.wwe.com/video/v31294203/milestone/31340715
vs. John Cena – Last Man Standing Match
Backlash 2009
http://network.wwe.com/video/v31340363/milestone/31342505
vs. Jeff Hardy – Ladder Match
Extreme Rules 2009
http://network.wwe.com/video/v31277561/milestone/31336185
vs. Dolph Ziggler
Royal Rumble 2011
http://network.wwe.com/video/v31301541/milestone/31337599
vs. Alberto Del Rio
Wrestlemania 27 – Last Match
http://network.wwe.com/video/v31294205/milestone/31337053
Thanks to the redditors of /r/SquaredCircle for the suggestions and to /u/CaptainJackRyan for the initial suggestion.
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