The music video was directed by Brent Hedgecock. It features a businessman in Manhattan who grew up in the South but now lives in a condominium. The television switches from the news to show a music video of Alabama playing "Mountain Music". Throughout the video, the businessman tries to hide his southern roots as he goes about his duties at work.
Chart performance
"When It All Goes South" debuted at number 46 on the U.S. Billboard Hot Country Singles & Tracks for the week of November 4, 2000.