Sour Grapes (1998) is a sharp-edged comedy that explores how sudden wealth can poison even the closest friendships. Directed by Seinfeld co-creator Larry David in his feature film debut, the movie follows cousins Evan (Steven Weber) and Ritchie (Craig Bierko) whose relationship unravels when Evan wins a massive $400,000 jackpot using two quarters borrowed from Ritchie. What begins as a celebratory moment quickly devolves into a bitter dispute over the money's rightful ownership, exposing deep-seated resentments and character flaws.

The film showcases Larry David's signature style of uncomfortable humor and social observation, predating his later success with Curb Your Enthusiasm. Steven Weber delivers a compelling performance as the increasingly entitled Evan, while Craig Bierko effectively portrays Ritchie's growing resentment. The supporting cast, including Karen Sillas and Robyn Peterman, adds depth to this examination of greed and friendship.

While not as polished as David's later television work, Sour Grapes offers fascinating insight into his developing comedic voice. The film's strength lies in its relatable premise—how money can transform relationships—and its willingness to let characters be genuinely unlikable. For fans of character-driven comedies and Larry David's unique brand of humor, this 91-minute film provides an entertaining, if uneven, exploration of friendship's limits when tested by fortune. Watch Sour Grapes for a darkly comic take on how luck can sometimes be anything but lucky.