Judd Apatow's movies are as informed by the great songwriters of his childhood—Warren Zevon and Loudon Wainwright III are acknowledged touchstones—as they are by modern comedy trends. His movies' musical moments, in turn, are marked by his open-mindedness and sincerity. You never know quite what style to expect, but you do know that it'll be intelligent, slightly awkward, and straight from the heart.