Dan Whittle was born on October 10, 1962, in Glasgow, Kentucky. He grew up in a small farming town in western Kentucky named Ridgefield. After his parents divorced when he was in third grade, he moved to New England, New Hampshire, where he spent the school year in Manchester and the summers on their farm in Kentucky. Whittle attended Manchester public schools and later decided to go back South for college. He attended Vanderbilt University in Nashville, Tennessee.