The Extra Man (2010)

Louis Ives is a lonely dreamer who fancies himself the hero of an F. Scott Fitzgerald novel. When a job becomes available at a prestigious magazine, he seizes the opportunity despite his lack of qualifications. Louis discovers a mentor in Henry Harrison, a retired playwright and full-time eccentric, who becomes his roommmate. As Henry introduces Louis to the strange wonders of New York City, they encounter a colorful cast of characters and embark on an unforgettable adventure.