I'm not sure Triple H will break the record. He's done several interviews over the past year in which he's expressed a desire to retire in the near future and that winning championships isn't important to him anymore.
He may still do it. Who knows.
What's funny about McMahon is that he's so desperate to shed the "Rasslin'" image, but he'll gladly use decades of archival matches and footage to hook in those same old-school fans he seems to hold such disdain for. I realize that's just business, but I still think it's funny.
Championships are only as valuable (in terms of elevating the wrestler(s) who hold it/them) as the quality of a particular championship run. With that in mind some of those belts have lost a good deal of their prestige. The world titles are still significant, but it's been a long time since I've been truly interested in a second-tier, women's or tag team championship run. There have been some good talents in all those areas, but they rarely get a chance to run with the ball in the way that would both elevate their careers and create enough significance around their title(s) to generate interest in the title with a later champion/angle.
Tag team wrestling is especially disheartening. There have been some really good tandems to come through the pike over the last couple of years, but their runs as champions come and go so quickly that nothing or no one really benefits when it's all over. The writing for mid-card, female and tag team talent these days is horrible for the most part. For all its flaws one of the best things about the Attitude era was that it seemed like everyone on the roster got something to do. It didn't always work, but at least it subscribed to the theory that pro wrestling is like an a circus. If you don't like the dancing bear, then you might like the tigers or the clowns. It's an old cliche that's served wrestling well for decades. It seems like an afterthought now. These days you have the majority of the attention on a select few, and then scraps for anyone else.