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    Home » News » Throwback To Alan Jackson & George Strait’s Legendary Performance of “Troubadour” and “Remember When” At The CMA’s [Watch]

    Throwback To Alan Jackson & George Strait’s Legendary Performance of “Troubadour” and “Remember When” At The CMA’s [Watch]

    Brady GrayBy Brady GrayFebruary 5, 2025 Music
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    George Strait Alan Jackson
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    Like Brad Paisley said; “two of the best we’ve got.”

    Back in 2016, George Strait and Alan Jackson teamed up for a joint performance of their iconic hits, “Remember When” and “Troubadour” at the 50th annual CMA Awards.

    While the CMA’s (and just about every award show, to be honest) have seen their credibility diminish, (as well as their ratings), there’s still been a handful of moments to celebrate over the years, and this is definitely one of them.

    Alan wrote Remember When as a tribute to his wife, and released the track back in October of 2003 as the second and final single from his compilation album, Greatest Hits Volume II. It ended up spending two weeks at #1 on Billboard’s Hot Country Songs chart, and is still one of the best country songs of that decade if ya ask me.

    To celebrate its 20th anniversary, Alan posted a video to social media reflecting on the fan favorite:

    Alan reflects on the story of "Remember When" and his life with his wife Denise. He discusses how it connected with audiences and why it's a fan favorite! #RememberWhen20 pic.twitter.com/NrtKeq2hjX

    — Alan Jackson (@OfficialJackson) August 3, 2023

    Next up: Troubadour.

    Troubadour was written by Leslie Satcher and Monty Holmes and was released by the King in 2008 as the second single from his album of the same name. It became his 79th top ten hit on Billboard‘s Hot Country Songs chart and was also nominated for Best Male Country Vocal Performance at the 2009 Grammy Awards. 

    The CMA’s were still hosted by Brad and Carrie that year, two of the best to ever do it. Which is fitting, considering they introduced the King and the GOAT.

    Check out their performance here:

    Alan Jackson George Strait
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    Fans Disappointed After Unreleased Favorites ‘Jersey Giant’ & ‘Messed Up Kid’ Are Left Off Tracklist For Tyler Childers’ Upcoming Album “Snipe Hunter”

    July 2, 2025

    Megan Moroney Releases Highly-Anticipated Version of Toby Keith’s “Who’s Your Daddy?” to Apple Music

    July 1, 2025

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    June 30, 2025

    WATCH: Morgan Wallen Walks Out With Brett Favre During Night Two In Madison, Wisconsin

    June 30, 2025

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