The Completely Mental Misadventures of Ed Grimley S01 E05 Crate Expectations

Ed is trying to find a birthday present for Miss Malone. Unfortunately he gets stuck in a crate. Miss Malone, on the other hand is very depressed after she's been snubbed for a part in a TV movie. She grows older and meets a guardian angel, who shows her what life would be if she had never been born.