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, Whaley plays Jim Dodge, 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).