10 Times Alan Jackson Made Us Weep

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Alan Jackson has a powerful way of standing in one spot with only his guitar and delivering real stories about real people and their very real problems. His career began 26 years ago with his first single “Blue Blooded Woman” (from his Here in the Real World debut album), and he has never looked back. What is most impressive, still, is that his catalog of hits is strongly dynamic, sweeping from uptempo feel-good anthems [like “Chattahoochee” from 1992’s A Lot About Livin’ (And a Little ‘Bout Love)] to truly earth-shattering narratives, such as “Remember When” from 2002’s Greatest Hits volume. Along the way, too, he has delivered some of country’s finest live performances; there’s never a moment in which he falters but he taps into a well of deep, raw emotion.

Check out 10 of Jackson’s most gut-wrenching performances ever below:

2001 CMA Awards: “Where Were You (When the World Stopped Turning)”

1990 Farm Aid: “Here in the Real World” (from his 1989 debut album Here in the Real World)

2013, George Jones’ funeral, Grand Ole Opry: “He Stopped Loving Her Today” (from Jones’ 1980 I Am What I Am)

1992 CMA Awards: “Midnight in Montgomery” (from 1991’s Don’t Rock the Jukebox)

2005 Grand Ole Opry at Carnegie Hall: “Remember When” (from 2002’s Greatest Hits Volume II)

2002 ACM Awards: “Drive (for Daddy Gene)” (from 2002’s Drive)

2006 Live at the Ryman: “Old Rugged Cross” (from 2006’s Precious Memories)

2008 CMT Invitation Only: “Sissy’s Song” (from 2008’s Good Time)

1991 Hot Country Nights, Episode Dated December 8: “Someday” (from 1991’s Don’t Rock the Jukebox)

1999 TV Broadcast: “Farewell Party” (from 1999’s Under the Influence; originally recorded by Gene Watson for his 1978 album Reflections)

Image Source: CMA