'Sour Grapes' (1998)
Larry David’s first post-Seinfeld project, Sour Grapes, remains the only film that he’s written and directed to date. An acerbic morality play about a falling out between two friends over money, the movie mostly serves as a window into its creator’s sensibility. While containing none of the huge laughs and payoffs that Seinfeld was known for, the movie has plenty of Seinfeld's almost aggressively snappy banter and little annoyances writ large. Critics panned the film (“I can’t easily remember a film I’ve enjoyed less,” Roger Ebert sniffed), and audiences mostly stayed away. Perhaps it was this perceived failure at the box office that pushed David on to the next arc of his career.