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).

https://en.wikipedia.org/wiki/Career_Opportunities_(film)