28. Seth Meyers
The longest-serving "Update" host — and the most tactful at walking a fine line between wiseass and well-mannered. His trademark niceness was never a drawback — it served him well in terms of schmoozing with guest commentators, which Meyers did better than any "Update" guy ever. He unleashed his bitchy side in the "Really?!?" segments with Poehler, whether he was ranting about birth-control laws or the Keebler elves' drug habit.