"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 ...

“Tall, Tall Trees” was the lead single from The Greatest Hits Collection and went to No. 1. “Midnight in Montgomery”—A Country Music Ghost Story Alan Jackson co-wrote “Midnight in ...

Alan Jackson is one of the ... That led to a record deal, and Jackson's 1989 debut album, 'Here in the Real World,' scored several big hits, including the title song, "Wanted" and "Chasin' That ...