Alan Jackson Is Going to Be a GrandfatherAlan Jackson Is Going to Be a GrandfatherAlan Jackson is set to become a grandpa this year.Billy DukesBilly Dukes
Alan Jackson Is Going Into the Whiskey BusinessAlan Jackson Is Going Into the Whiskey BusinessAlan Jackson created his own whiskey brand that honors his biggest hits. Grace Lenehan VaughnGrace Lenehan Vaughn
Remember Who Passed on ‘It’s Five O’Clock Somewhere’?Remember Who Passed on ‘It’s Five O’Clock Somewhere’?Alan Jackson wasn't even second in line!Sterling WhitakerSterling Whitaker
21 Years Ago: Alan Jackson Hits No. 1 With ‘Drive (For Daddy Gene)’21 Years Ago: Alan Jackson Hits No. 1 With ‘Drive (For Daddy Gene)’On May 25, 2002, Jackson earned his 20th No. 1 hit with "Drive (For Daddy Gene)."Gayle ThompsonGayle Thompson
Alan Jackson’s Birthday Post for Wife Denise Includes Some Personal PhotosAlan Jackson’s Birthday Post for Wife Denise Includes Some Personal PhotosHe included a major throwback photo too.JessJess
Ranking All 26 of Alan Jackson’s No. 1 SongsRanking All 26 of Alan Jackson’s No. 1 SongsWhich of these Alan Jackson hits tops your list?Jeremy ChuaJeremy Chua
Alan Jackson Sets 2022 Last Call: One More for the Road Tour DatesAlan Jackson Sets 2022 Last Call: One More for the Road Tour DatesHe's sharing his 30 years of hits with fans "one last time."Sterling WhitakerSterling Whitaker
31 Years Ago: Alan Jackson Scores His First No. 1 Hit31 Years Ago: Alan Jackson Scores His First No. 1 Hit Jackson earned his first No. 1 hit on March 9, 1991, with the song "I'd Love You All Over Again," from his freshman 'Here in the Real World' album.Gayle ThompsonGayle Thompson
ACM Awards Rewind: See Faith Hill, Alan Jackson + More at the Big Show in 2000ACM Awards Rewind: See Faith Hill, Alan Jackson + More at the Big Show in 2000None other than country icon Dolly Parton hosted the 35th annual ACM Awards show, which took place on May 3. Courtney CarrCourtney Carr
27 Years Ago: Alan Jackson Hits No. 1 With ‘Gone Country’27 Years Ago: Alan Jackson Hits No. 1 With ‘Gone Country’It was Jackson's 10th No. 1 hit.The Boot StaffThe Boot Staff