The Secret of My Success (1987)

Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York, but once in New York, he learns that jobs - and girls - are hard to get. When Brantley visits his uncle, Howard Prescott, who runs a multi-million-dollar company, he is given a job in the company's mail room. Then Brantley meets Christy Wills, who happens to be one of the top executives. Believing that the best way to win her over is by posing as an executive, Brantley decides to take a position under the name Carlton Whitfield, and soon things get unexpectedly out of hand.