Career Opportunities is a 1991 American romantic comedy film starring Frank Whaley in his first lead role and costarring Jennifer Connelly. It was written and coproduced by John Hughes and directed by Bryan Gordon.
Jim is hired as night cleanup boy at Target. On his first shift at his new job, Jim is locked alone in the store by his boss, the head custodian, who leaves him there until his shift ends atam. He encounters Josie McClellan Jennifer Connelly, a stereotypical spoiled rich girl who he has known all his life from school, though they were worlds apart. Josie had spent the past several hours asleep in a dressing room after backing out of shoplifting some merchandise in a halfhearted attempt to run away from her abusive father, Roger Roy McClellan Noble Willingham. Josie and Jim begin to connect with each other, realizing they are not so different, and Josie convinces Jim to run away with her. They begin to form a romantic relationship, and proceed to enjoy the freedom of having such a large store to themselves. Josie, having 52,000 in her purse, convinces Jim to run away with her to California as soon as they get out of Target in the morning. Meanwhile, Roger teams up with the town sheriff to search for his runaway daughter all night.Things become complicated when two incompetent crooks, Nestor Pyle and Gil Kinney brothers Dermot and Kieran Mulroney, respectively, break into Target and hold the two hostage. Eventually, Josie seduces one of the crooks and convinces him to take her with them after robbing the store. While the criminals are loading stolen merchandise into the trunk, Josie jumps into the front seat and drives away quickly, leaving the two men stranded in the parking lot. Meanwhile, in the building, Jim loads up a shotgun found in the head custodians locker and tricks Nestor and Gil by luring them to the back of the store and holding them at gunpoint. ........
Source: Wikipedia