A pessimistic pothead struggles with his own cynicism after his Senegalese roommate is stricken ill and an insensitive municipal employee inadvertently exacerbates an already desperate situation. Ben Singer (Matthew Broderick) wanted to be a children's folk singer; instead he's become a career proofreader and the world's worst weekend dad. But while Ben's life may be a mess, at least his regular chess games with his roommate Ibou offer some amount of intellectual release. That all changes with Ibou falls mysteriously ill, and his malady is compounded by the indifference of a rude municipal employee. Convinced that his negative worldview has finally been confirmed, Ben channels all of his energy into a frivolous lawsuit against the city before discovering that his misanthropy may be a simple matter of perspective.