Alan Jackson Albums Ranked (rated from worst to best)

Alan Eugene Jackson is one of the best selling music artists of all time having sold more than 75 million records worldwide. He got his big break when his wife Denise, who worked as a flight attendant met Glen Campbell and asked him for some advice to help her husband’s career as a singer.

Campbell handed her his manager’s business call and told her to call him. Alan signed for Arista Records in 1989 and released his debut single, “Blue Blooded Woman” later that same year. As well as being a successful country music singer, Alan is also a songwriter and he co-wrote some of the songs on Randy Travis’ 1991 album “High Lonesome”.

Best Alan Jackson Albums Of All Time

Alan has released a total of 31 albums and as always we will rank his top 15 albums as we see them and rank them from the rest to the best.

15. High Mileage (1998)

Released on September 1st 1998, this was Alan’s 7th studio album. It produced 4 hit singles which were “I’ll Go On Loving You”, “Gone Crazy”, “Little Man” and the number 1 hit “Right On The Money”. The album peaked at number 1 on the Top Country Albums chart and number 4 on the Billboard 200 chart.

14. Like Red on a Rose (2006)

This was Alan’s 14th studio album which was released on September 26th 2006. It produced 2 singles which were “Like Red on a Rose” and “A Woman’s Love”. The album was produced by Alison Krauss and she selected the songs included on this album too. This album debuted at number 1 on the Top Country Albums chart and number 4 on the Billboard 200 chart.

13. Under The Influence (1999)

Released on October 26th 1999, this was Alan’s 8th studio album. It was an album of covers of other country artists’ songs. There were 3 singles released from this album which were “Pop A Top”, “The Blues Man” and the number 1 hit, “It Must Be Love”. The album peaked at number 2 on the top Country Albums chart and number 9 on the Billboard 200 chart.

12. Angels And Alcohol (2015)

This was Alan’s 20th studio album which was released on July 17th 2015. Alan wrote 7 of the 10 tracks on this album. The album peaked at number 1 on the Top Country Albums chart and number 5 on the Billboard 200 chart.

11. Everything I Love (1996)

Released on October 29th 1996, this was Alan’s 6th studio album. It produced 6 singles which charted on the Hot Country Songs chart including the number 1 hits “Little Bitty”and“There Goes”.  The album included a cover of Charly McClain’s number 1 hit song “Who’s Cheatin’ Who”. This was Alan’s 3rd number 1 album on the Top Country Albums chart and it also reached number 12 on the Billboard 200 chart.

10. Here In The Real World (1990)

This was Alan’s debut album for the Arista label which was released on February 27th 1990. The album produced 5 singles including Alan’s 1st number 1 hit, “I’d Love You All Over Again”. The album peaked at number 4 on the Top Country Albums chart and number 54 on the Billboard 200 chart.

9. What I Do (2004)

“What I Do” is Alan’s 12th studio album which was released on September 7th 2004. This was the 1st album of Alan’s career to not produce any number 1 hit singles. However, the album itself debuted at number 1 on the Billboard 200 chart and also debuted at number 1 on the Top Country Albums chart.

8. Who I Am (1994)

Released on June 28th 1994, this was Alan’s 5th studio album; it produced 4 number 1 hit songs which were “Summertime Blues”, “Gone Country”, Livin’ On Love” and “I Don’t Even Know Your Name”. A 5th single, “Song For The Life” peaked at number 6 on the same chart.

7. Freight Train (2010)

This was Alan’s 16th studio album which was released on March 30th 2010. It was his last album in his contract to Arista Nashville, the label he’d been with since 1989. The album debuted at number 7 on the Billboard 200 chart and number 2 on the Top Country Albums chart.

6. Where Have You Gone (2021)

Released on May 14th 2021, this was Alan’s 21st studio album and his 1st since “Angels And Alcohol” 6 years earlier. Alan wrote most of the tracks on this album himself but it does include “That’s The Way Love Goes” an old Lefty Frizzell song.

5. Good Time (2008)

This was Alan Jackson’s 15th studio album which was released on March 4th 2008. This album produced 5 singles with 3 of those 5, “Small Town Southern Man”, “Good Time” and “Country Boy” all peaking at number 1 on the Country SIngles chart.  The album debuted at number 1 on the Billboard 200 chart.

4. Don’t Rock The Jukebox (1991)

Released on May 14th 1991, this was Alan’s 2nd studio album. It produced 5 singles, 4 of which, “Don’t Rock The Jukebox”, “Someday”, “Dallas” and “Love’s Got a Hold on You” all peaked at number 1 and “Midnight in Montgomery” which peaked at number 3. George Jones sang the last line of the track “Just Playin’ Possum” which was one of his nicknames.

3. The Bluegrass Album (2013)

This was Alan’s 19th studio album and his 1st bluegrass album. It was released on September 24th 2013 via Alan’s Country Records and EMI Nashville. There were covers of Bill Monroe’s “Blue Moon Of Kentucky”, John Anderson’s “Wild And Blue” and The Dillards’ “There Is A Time” as well as songs written by Alan Jackson. The album was a success, reaching number 1 on the Bluegrass Albums chart, number 3 on the Top Country Albums chart and number 11 on the Billboard 200 chart.

2. A Lot About Livin’ (And A Little ‘Bout Love) (1992)

Released on October 6th 1992, this was Alan’s 3rd studio album. There were 5 singles released from this album all of which were Top 5 hits on the Hot Country Songs chart. With 2, “Chattahoochee” and “She’s Got The Rhythm (And I Got The Blues)” reaching number 1. The album itself was Alan’s 1st number 1 hit album on the Top Country Albums chart and also peaked at number 13 on the Billboard 200 chart.

1. Drive  (2002)

This is Alan’s 10th studio album which was released on January 15th 2002 on the Arista Nashville label. This album produced 4 singles, 2 of which, “Where Were You (When The World Stopped Turning)” and “Drive (For Daddy Gene)” both peaked at number 1 on the Hot Country Songs chart. The other 2 singles, “Work In Progress” and “That’d Be Alright” were both top 3 hits.

All Alan Jackson Albums In Chronological Order

Album	Date
New Traditional	1987
Here In The Real World	1990
Don’t Rock the Jukebox	1991
A Lot About Livin’ (And a Little ‘Bout Love)	1992
Honky Tonk Christmas	1993
Who I Am	1994
Everything I Love	1996
High Mileage	1998
Under the Influence	1999
When Somebody Loves You	2000
Drive	2002
Let It Be Christmas	2002
What I Do	2004
Precious Memories	2006
Like Red on a Rose	2006
Good Time	2008
Freight Train	2010
Thirty Miles West	2012
Precious Memories Volume II	2013
The Bluegrass Album	2013
Angels and Alcohol	2015
Where Have You Gone	2021

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