Racing across Los Angeles in one, unwieldy day, documentary filmmakers Bella (HOUSE’s Olivia Wilde) and Milo (Tao Ruspoli) must race from Beverly Hills to Watts and places in between in order to get Milo's brother Leo (Shawn Andrews) from jail to rehab before 8pm, or Leo goes to prison for three years. A story inspired by true events, the trio documents their trip from a suburban police station in Calabasas through mansions in Beverly Hills, East LA chopshops, rural wastelands, and housing projects in Watts as they attempt to raise the $5,000 required to get Leo into the rehab clinic. Along the way they encounter dozens of colorful characters, each with their own anomalous perspective on Leo's larger-than-life personality and style, and each with their own excuse for why they cannot help out. In the end, it may take the desperate irony of a drug deal to get the necessary funds to send Leo to rehab.