Messengers (1999)

Naomi, a successful fashion press agent, is having a bad day. Her business is shut down, everything she has is repossessed and she accidentally runs down a bicycle messenger with her car. To get out of paying for the messenger's medical bills, she agrees to take his place at the struggling courier company that he and his friend run. Although she hates the job at first, Naomi soon comes to see its good points and helps the company win a valuable contract away from a rival motorcycle messenger service.