Best WWF/E Career Threatening Matches

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The Top Ten

1 Shawn Michaels vs Ric Flair - Wrestlemania XXIV

Since Flair lost he would have to retire - DK

2 The Undertaker vs Shawn Michaels - Wrestlemania XXVI

Undertaker's streak vs. Shawn Michaels' career

Since Michaels lost he would have to retire - DK

3 The Ultimate Warrior vs Randy Savage - Wrestlemania VII
4 Triple H vs Cactus Jack (WWF Championship Hell in a Cell Match) - No Way Out (2000)

Since Cactus Jack lost he would have to retire - DK

5 Hulk Hogan vs Vince McMahon (Street Fight) - Wrestlemania XIX

If Hogan lost he would have to retire - DK

6 Ric Flair vs Vince McMahon (Street Fight) - Raw 17th March 2008

If Flair lost he would have to retire - DK

7 Ric Flair vs Mr Perfect - Raw 25th January 1993
8 Ric Flair vs Triple H - Raw 31st December 2007

Ric Flair won by DQ when William Regal came out and punched Flair in the face with Brass Knuckles - DK

9 The Rock vs Mankind (Pink Slip on a Pole Match) - Raw 27th December 1999
10 Dolph Ziggler vs Chris Jericho (MiTB Contract vs Career Match) - Raw 20th August 2012

Since Jericho lost his contract was terminated - DK

The Contenders

11 Goldberg vs Triple H (World Heavyweight Championship Match) - Unforgiven (2003)

If Goldberg lost he would have to retire - DK

12 Dolph Ziggler vs The Miz (IC Title vs Career Match) - No Mercy (2016)
13 CM Punk vs Jeff Hardy (World Heavyweight Championship Loser Leaves WWE Steel Cage Match) - SmackDown 28th August 2009
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