#5 Randy Orton & Triple H – WrestleMania 24
Heading into WrestleMania 24, John Cena was 4-0 at the granddaddy of them all. It may not seem like an impressive record when stacked up against The Undertaker’s streak, but it’s actually quite staggering when you consider how many people lose a big match early on in their Mania career.
That statistic is one of the many reasons why it was so shocking when Randy Orton came out on top at the conclusion of this triple threat match, which was much better than it had any right to be. The contest really should’ve been a simple Orton vs Cena showdown, but even with the addition of Triple H it still wound up being an entertaining showdown.
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Plus, the right man won, which always helps.