There's two criticisms about Taker/HHH and I think they're getting overly lumped together.
1. "Too many finishers". The counter, "it's okay in that context and the big moves were sold for a while", seems right to me.
2. "The match was spotty/plodding". This seems just about impossible to refute. The last half of the match, were there even ten moves/spots in the last 15 minutes? Move, pause as the guy who did it recovers, nearfall, more selling, next move. Don't even get me started about the "guy does corner punches in the middle of the finishing run to set up the Last Ride" spot, which happens in over half of the big Taker matches. When I'm watching a match in this style, I find it anticlimactic more often than not. The 'wait 20 seconds before covering' part especially ruins the drama.
My thought is that the key to being able to enjoy it, is whether you're a year-round, watch-most-TV-shows WWE follower. In which case...
-You're used to being patient for in-ring content
-The big main event style stands out more after watching countless forgettable matches
-Certain spots (ie. the corner punch ---> Last Ride) aren't as predictable, because you haven't seen it in X number of matches
My reactions largely mirror El-P's, and neither of us watch a significant amount of WWE, so maybe that's why.