#4 Undertaker vs. Shawn Michaels in a Career vs. Streak Match (WrestleMania 26)
The greatest opponent and rival of Undertaker's 30-year career has to be Shawn Michaels. Whether it was a heel HBK trying to avoid the unstoppable Deadman or as two legendary babyfaces battling, they created an undeniable mark on every fan that witnessed them encounter one another.
The first entry listed here is their final match at WrestleMania 26. After their fantastic WrestleMania 25 encounter, Shawn Michaels became obsessed with the fact that he came so close to ending the Streak. Michaels repeatedly challenged Undertaker to a rematch the following year, but Taker denied him until HBK cost The Deadman the World Heavyweight title at Elimination Chamber 2010.
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Big Evil would finally accept on one condition. Shawn Michaels would have to put his career on the line. In the main event of WrestleMania 26, the fans in Phoenix was amazed by a stunning battle between these two legends. Michaels took every risk that he could to finally end the Streak, but Undertaker put down the defiant Heartbreak Kid with a super Tombstone to end his career.
This was one of the most deeply emotional battles in the history of WWE. The amazing buildup was paid off in a magnificent clash of two icons of the business. Fans witnessed a dramatic end to one of the greatest careers, while the Streak continued on.