Other clever aspects: the Paul Rudd character is a globe-trotting do-gooder who moves every few years to some new Third World poverty zone to teach the locals how to dig ditches or whatever NGOs do. Rudd's character hates being thought boring. Along the way, he has adopted an Ugandan boy who is now in 6th grade at the New England alternative school where Rudd teaches.
The little black boy is the movie's wise Numinous Negro, but he's used with a twist. Rudd expects him to be a whiz at schoolwork, but he's not. Why isn't he getting As in Spanish? After all, they've been back home in New England for two years and it's time to head off to the Amazonian jungle of Ecuador to heal the world. But Rudd's adopted son is sick of traveling, sick of the Third World, and likes playing bridge with Rudd's rich Republican mother. The Ugandan kid wants Rudd to marry Fey because Fey is boring and he's sick of Rudd wanting to be interesting all the time.
Director Paul Weitz (who co-directed with his brother Chris Weitz the definitive Hugh Grant performance in the similar About a Boy in 2002) is the son of John Weitz, fashion designer (my mother sent me of to college with a least a dozen pairs of elegant John Weitz socks), race car driver, novelist, historian, and spy, a definite candidate for Most Interesting Man in the World, mid-Century version. I suspect that all of Paul and Chris Weitz's movies are, in some way, about their father.