Sandler's truth is that his onscreen persona has aged with his fans and experienced the same things at roughly the same time they've experienced it. Over the course of 20 years, Adam Sandler has gone from being a staple of sleepovers to dorm rooms to lousy apartments to the suburbs. And in that time he's remained, essentially, the same guy: He's "That asshole!," the incorrigible dickwad with a heart of gold, the loudmouth buddy who's progressively less fun to hang out with as you get older, the dude your wife forbids from crashing on the couch for "just a few days, I swear."

Now, tasked with little more than delivering a modest number of age-appropriate eyeballs, O’Brien seems both stunted and settled, lavishly rewarded for doing what he loves most for a company that seems to value the end product the least. It’s been well established by now that Conan O’Brien can’t stop. But it seems he’s only transcendent when someone is trying to make him.