Triple H has earned his spot among the best all time. He certainly paid his dues being squashed by the Godwins and jobbing to WWE universe in the mid 90's, somehow overcoming all that. I like to look at the criticisms anti HHH ppl have...
Too much like Ric Flair: No doubt Trips based a lot of his character on Flair, his idol, but so did HBK and to a lesser extent Chris Jericho, and they've all admitted as much. Fact is Flair is the most enduring popular figure in wrestling history. Others have based parts of their gimmicks on those before them with success too, heck The Rockers were practically carbon copies of the more popular Rock & Roll Express but that didn't stop HBK from becoming a huge star. Trips has done enough to make "The Game" character his own, a more dangerous, cunning version of "The Dirtiest Player In The Game", that they are not carbon copies. Plus much of Flair's gimmick was based on Buddy Rogers and Joe Namath.
Wouldnt Put Over Talent: This was heard a lot in 02-05, though I don't understand why. Yes, Trips dominated the title scene then but that had more to do with the company seeing him as the best long term fit as champ at that time, remember this was before Cena took off, Rock & Austin were gone, HBK was part time, Flair was part time and getting old, Goldberg didnt catch on like they wanted, Lesnar left. Trips did during those years put over Goldberg, HBK, Flair, and Batista, and Benoit, all in big prime time or PPV matches. Compare that with Hogan or even pre-comeback HBK and Trips has a pretty good rack record for not only making his opponents look good in matches but letting them win sometimes.
Doesn't Elevate Young Talent: Never got this one either, fact is being associated with Trips (and Flair) in Evolution made Randy Orton and Batista stars, even before Trips put them over in the ring. He gave RVD one of his best series of matches in his WWE career and really made ppl think (incorrectly) that he was a main event caliber talent.
Too Much Backtage Stroke: No doubt Trips has a lot, but unlike the horror stories of wreslers past like Hogan re-writing entire storylines and changing match endings on a moments notice to placate his character or HBK's many title forfeits because he was unwilling to lose cleanly in the ring, Trips more than once has taken the beating in stories and lost some big matches when it seemed appropriate for him to lose (HBK's return match in 02, Flair in Hell In A Cell in 05, his WM losses to 'Taker, Batista, and Benoit, etc). A lot of other guys with less sroke have used it a lot more to their own benefit at the expense of the show as a whole than Trips.