- Black Sheep Hit: His biggest hit was the Jimmy Buffett duet "It's Five O'Clock Somewhere", which fit Buffett's laid-back, beachy style well but was a bit of a departure for the more twangy and buttoned-down Alan.
- Creator's Oddball: Both of the Precious Memories albums were covers of Christian hymns and gospel standards, with more stripped-down production. They were both followed by further examples: the first volume was followed by the slick, smooth, mellow Like Red on a Rose (also his only album not to be produced by Keith Stegall), and the second by The Bluegrass Album.
- He Also Did: Wrote songs for Clay Walker ("If I Could Make a Living"), Chely Wright ("Til I Was Loved by You"), and Faith Hill ("I Can't Do That Anymore").
- Similarly Named Works: He waited until 1996 to release "Home", a cut from his debut album, so that it wouldn't get confused with Joe Diffie's 1990 release of the same name.
- Throw It In!: Jackson began whistling at the end of "Right on the Money", unaware that the tape was still running. He and Keith Stegall both liked the sound and left it in.
- What Could Have Been: "It's Alright to Be a Redneck" was supposed to have been the fourth single off When Somebody Loves You, but it was pulled after only a few weeks so that Alan could release "Where Were You" in the wake of 9/11.
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