Career Opportunities is a 1991 American romantic comedy film starring Frank Whaley in his first lead role and co-starring Jennifer Connelly. It was written and co-produced by John Hughes and directed by Bryan Gordon. In the film, Jim Dodge (Whaley) is a persuasive but irresponsible young man who lands a job as an overnight janitor at a local Target store. One evening after hours, he finds himself alone with the affluent but mistreated Josie McClellan (Connelly).

Hughes chose Gordon to direct his screenplay after he was impressed with one of Gordon's short films. The film was shot at a Target store located outside Atlanta. The film grossed $11 million at the box office, and received mostly negative reviews from critics. Hughes also went on to disown the film labeling it a disappointment, although it has since developed a cult following.