I'll skip on the rating, but for the sake of something to post while at work instead of actually doing work, I think my favorite Hunter matches are the back-to-back triple threat matches with Shawn and he-who-shall-not-be-named-even-a-year-later at WM 20 and the following backlash.
I also love the WM match vs Warrior for the shear audacity of it, but that's mostly Warrior's fault.
Currently I would say that Triple H is one of the best, if not the best, entertainer in the company. He's one of the better wrestlers in the ring (even if he works only the main event style), and one of the best on the mic... as long as he's relying mostly on being sarcastic and snarky, and keeps his "I'm the best in the business and that damn good" talk to a minimum.
Also, say what you want about his ego (and I'm sure that it is immense), but by all accounts he does genuinely seem to care about the business, it's traditions, and it's future. Not a bad guy to have the company resting on the shoulders of.
The crowd thing would be a problem. Maybe taping it right before SmackDown and then airing it a few hours later would help? I get that it throws off the "Live" title (barely), but did they have decent crowds for Superstars?