Run Lola Run (1999)

Lola's boyfriend is an errand boy for a local criminal, and has been given a simple job to do as a test. He only needs to deliver some smuggled goods and return with the payment, but he accidentally leaves the bag with the money on the subway. He calls Lola in a panic -- he must come up with the money within 20 minutes. The film plays out various possible scenarios: Lola dies trying to save her feckless lover from the cops, Lola robs a bank, Lola wins the money gambling.