Alan Jackson first made history as the first artist signed to Arista Records' country division. Alan Jackson first hit the charts in 1989 with "Blue Blooded Woman." In the nearly 20 years since he first broke, Alan Jackson has sold more than 40 million albums and scored more than 30 No. 1 songs. Alan Jackson truly is a hit-making machine.

Alan Jackson struck pay dirt not once, but three times in 1991, with a string of number 1 hit singes; "I'd Love You All Over Again," "Don't Rock the Jukebox" and "Someday."

In 1992, Alan Jackson won a CMA Award for "Midnight in Montgomery," before returning to No. 1 with "Love's Got a Hold on You" and "She's Got the Rhythm (And I Got the Blues)." A year later, Alan Jackson spent four weeks at the top with "Chattahoochee," which propelled the corresponding album A Lot About Livin' (And a Little 'Bout Love) to sales of more than 6 million copies. "Chattahoochee" won a CMA award for single of the year in 1993 and song of the year in 1994. Jackson took his first CMA entertainer of the year trophy in 1995.

While Alan Jackson's albums emphasize his original material, he frequently covers his personal favorites including; "Summertime Blues" (a country version of Eddie Cochran's 1958 rockabilly smash) and "Who's Cheatin' Who" (a remake of Charly McClain's 1981 hit). The covers continued with Alan Jackson's 1991 album, Under the Influence, with tunes by Merle Haggard, Charley Pride, Conway Twitty, Don Williams, Gene Watson, Mel McDaniel and others. Man."

Alan Jackson has also found myriad success as a songwriter for others. Among his credits are Randy Travis' "Forever Together" and "Better Class of Losers," Clay Walker's "If I Could Make a Livin'" and Faith Hill's "I Can't Do That Anymore."

In 2002, Alan Jackson's "Where Were You (When the World Stopped Turning)" won Jackson his first Grammy, as best country song. At the 2002 CMA Awards, the song netted Jackson song of the year and single of the year honors. That same year, Jackson received the CMA's album of the year award for Drive while being named male vocalist and entertainer of the year. He tied Johnny Cash for the most CMA wins in a year. Drive went on to sell 4 million copies, and the title track spent several weeks at No. 1 as well.

By 2003, Jackson had achieved enough chart success to warrant the release of another retrospective of his recording career. It was released in two versions -- the two-CD Greatest Hits Volume II and Some Other Stuff and the single disc Greatest Hits Volume II. The album's first single, "It's Five O'clock Somewhere," was a duet with Jimmy Buffett. The No. 1 hit was named vocal event of the year at the 2003 CMA Awards and gave Buffett his first chart-topping single -- and his first major music award. That same year, Jackson won his second male vocalist CMA award and his third CMA entertainer trophy.

In 2004, he hit No. 1 with "Remember When" from the album What I Do . Precious Memories, is a gospel album originally recorded as a gift to his mother and mother-in-law, in early 2006. Later that year, Alan Jackson returned to the charts with the critically acclaimed Like Red on a Rose, produced by Alison Krauss.