You Can't Hurry Love (1988)

Aspiring director Eddie (David Packer) moves from the Midwest to Los Angeles, where he rooms with his cousin (Scott McGinnis) and attempts to establish himself in advertising -- but he doesn't have much luck. Seeking something worthwhile, Eddie decides to shift his focus to looking for love through a video dating service. He goes through one bad date after another, but the only thing he finds interesting about the service is Peggy Kellogg (Bridget Fonda), one of the employees.