#4 Triple H vs The Undertaker
The Undertaker's WrestleMania streak will forever go down as one of the best storylines in WWE history. The Deadman squared off with Triple H on no less than 3 separate occasions at The Show of Shows - making The Game Undertaker's most frequent WrestleMania opponent.
While Triple H was on the losing in each match, he and The Undertaker produced some epic Wrestlemania bouts. So dramatic, in fact, were their last two matches that fans actually believed that Triple H might become the first man to defeat The Undertaker at his favorite event.
The Phenom himself has praised Triple H as one of his best opponents. The pair would also face each other away from the bright lights of WrestleMania, headlining King Of The Ring 2002 and Super ShowDown 2018 in Australia, amongst other big events.
As two of the longest-serving veterans in WWE, The Undertaker and Triple H have naturally had numerous other interactions over the years. One particular example included The Deadman hitting a Tombstone Piledriver on Triple H at the top of an escalator.
It is fair to say that The Undertaker's legacy would look somewhat different without the involvement of Triple H.