All 15 Undertaker/Triple H WWE Matches: Ranked From Worst To Best
9. Raw (21 April 1997)
'Taker and Triple H's second ever one-on-one match took place on WWE's flagship show and wasn't actually part of a larger program. As Undertaker was the WWE Champion at the time, this was the young 'Game's chance to prove himself as a worthy contender - which he thoroughly did.
Though the match started out quickly with 'The Lord of Darkness' attacking Helmsley during his entrance (a rather out-of-character move for the face champion), it soon slowed down rather significantly as reverse chinlocks and sleepers brought things to a standstill. Much of the action saw Triple H focus his attack on the wound that 'Taker sustained as a result of being burned by Mankind, and this also became repetitive quickly.
Like most of their early clashes, it ended in a DQ finish due to outside interference (this time it was Mankind), but not before an entertaining final stretch that saw The Undertaker deliver an impressive running leg drop and a one-handed Chokeslam. While it was surprisingly long, it was nice to finally see what these two could do in the ring together.