The Undertaker's 10 Most Devastating Defeats

10. Vs. Brock Lesnar - No Mercy 2002

In fairness, this match is the most unique featured on this list, because it's actually understandable why WWE would choose to put Brock Lesnar, then one of their rising stars and most talented prospects, over one of their most loyal veterans. In 2002, Lesnar was the man many considered most likely to lead the promotion over the next decade. Names such as John Cena, Randy Orton and Batista weren't quite the top stars they would eventually become, and it all fell on the shoulders of Brock, who was put over names as huge as The Rock, Hulk Hogan, and of course The Undertaker. Lesnar was even scheduled to prosper over Steve Austin, but we all know that one would never end up happening. Perhaps the only thing damaging about this one for 'Taker is that it was the first one-on-one Hell In A Cell match that he'd lose cleanly. Again to be fair, it was only the ninth Cell encounter overall, and Undertaker's fifth, but it was still largely considered his domain amongst fans. Admittedly, this is the poorest example on the list, but a great showing of loyalty from 'Taker towards WWE.
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