Why do Mitt Romney’s attempts to be funny fall flat? Most of the Romneyisms that get quoted only seem funny to his critics—“Corporations are people, my friend,” or “Look, I’m not going to eat Barack Obama’s dog food.” But he knows he has to try. As he rather grimly told Time in 2008, “One of the rules we had was we were going to have fun. The first rule was every meeting had to begin with a joke. And it took some work to find jokes.” People who know Romney say that in private he’s actually quite funny, and—contrary to his reputation—he does, at times, pull off a good joke or two.