When I got into wrestling back in '02... Triple H versus Shawn Michaels at Summerslam was the be and end all of great matches to me, but that was back in my youth, now I don't think of it as a wrestling clinic anymore.
But that match is Iconic to Triple H and made him for a good four years and the main guy in WWE during that time, but when I think of Triple H's best matches, nothing beats his match against Cactus Jack at the Royal Rumble, possibly the greatest hardcore match EVER, but also his Wrestlemania encounters are usually something worthnoting, him versus John Cena back in '06 was fantastic and his two triple threat matches against Chris Benoit & Shawn Michaels were fantastic.
Ultimately, I think Triple H should of retired along with the Undertaker back in march, that was possibly the best storytelling I've seen all year and made hell in a cell effective once again.
Gone off a weird angle but I'll always appreciate Triple H for his great matches over anything else.