It was released in January 2006 as the lead-off single to his second studio album If You're Going Through Hell.

Billboard Hot Country Songs chart, spending four weeks at that position.

The title was inspired by two quotes: one falsely attributed[2] to Winston Churchill ("If you're going through Hell, keep going.")

It starts out with Rodney Atkins's car tearing up, and he winds up walking on the road with a string of bad luck throughout the video, like losing his luggage when he throws it in the back of someone's car which winds up taking off on him.

The video peaked at number 1 on CMT's Top Twenty Countdown for two consecutive weeks in September 2006.