"So You Don't Have to Love Me Anymore" is just one of 12 sad Alan Jackson songs that make this list of his all-time most heartbreaking. Hits like "Drive (for Daddy Gene)" and "Remember When ...

Alan Jackson ... and many more. Jackson responded to the 9/11 attacks with a song titled "(Where Were You) When the World Stopped Turning," which many regard as an all-time classic.

Alan Jackson entered ... Hot Country Songs chart. The song is from the perspective of a man who is celebrating ten years of marriage and would gladly go back and do it all over again.