While best known for his musical comedy chops as one half of the Flight of the Conchords, Jemaine Clement shines in a much more subtle performance in the charming indie People Places Things. The film takes a real, nuanced look at the maddening complexities of love as Clement’s character deals with rejection, heartache, letting go, and moving on in a delightfully earnest manner.

Welcome to October! Celebrate the cold chill in the air with this Cold War classic, The Hunt For Red October, which features a young Jack Ryan (played by a young Alec Baldwin) going up against one of the Soviet Union’s great naval geniuses (Scotland’s own Sean Connery!). Suspenseful, thrilling, and gorgeous, it’s worth a rewatch as the calendar turns to October.