"Little Man" is a song written and recorded by American country music artist Alan Jackson. It was released in May 1999 as the fourth and final single from his album High Mileage. The song topped at number three on the U.S. Billboard Hot Country Singles charts, and four on the Canadian RPM Country Tracks chart. It was also Jackson's first single to reach the Top 40 on the Billboard Hot 100, peaking at #39.