Just My Luck (1957)

Norman Hackett (Norman Wisdom) works in a jeweller's workshop and fantasises (in the nicest way) about meeting the window dresser across the road. He wants to buy her a diamond pendant but calculates it will take him over one hundred years to save up for it. He is talked into betting a pound on a six-horse accumulator at the Goodwood races with a slightly shady bookmaker. After he has won on the first five races, the bookie owes him over sixteen thousand pounds sterling and everyone begins to worry. Their future depends on a single race.