An ambitious shoe salesman, Harold, unknowingly meets the boss' daughter and tells her he is a leather tycoon. The rest of the film he spends hiding his true circumstances, in the store and later on a ship. Trying to deliver a letter, he later finds himself dangling high above the street on a building's scaffolding.
Twenty-three years after scoring the winning touchdown for his college football team mild-mannered Harold Diddlebock, who has been stuck in a dull, dead-end book-keeping job for years, is let go by his pompous boss, advertising tycoon J.E. Wagglebury, with nothing but a tiny pension. Harold, who never touches the stuff, takes a stiff drink with his new pal... and another, and another. What happened Wednesday?
Speedy loses his job as a soda jerk, then spends the day with his girl at Coney Island. He then becomes a cab driver and delivers Babe Ruth to Yankee Stadium, where he stays to see the game. When the railroad tries to run the last horse-drawn trolley (operated by his girl's grandfather) out of business, Speedy organizes the neighborhood old-timers to thwart their scheme.
Harold Lamb is so excited about going to college that he has been working to earn spending money, practicing college yells, and learning a special way of introducing himself that he saw in a movie. When he arrives at Tate University, he soon becomes the target of practical jokes and ridicule. With the help of his one real friend Peggy, he resolves to make every possible effort to become popular.