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    Home » News » Chris Stapleton and Sturgill Simpson’s 2018 Saturday Night Live Performance Is The Best Thing You’ll Watch All Day

    Chris Stapleton and Sturgill Simpson’s 2018 Saturday Night Live Performance Is The Best Thing You’ll Watch All Day

    Brady GrayBy Brady GrayMarch 19, 2025 Music
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    Chris Stapleton, Sturgill Simpson
    SNL
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    I could watch this again and again.

    Neither Chris Stapleton nor Sturgill Simpson are strangers to making appearances on Saturday Night Live. Back in 2016, Chris made his SNL debut with performances of “Parachute” and “Nobody To Blame.” Since then, the country star has made two additional appearances, including his most recent back in April when he served as the musical guest alongside host, Ryan Gosling.

    But my favorite appearance from Chris on the comedy sketch late-night show thus far is when he surprised the viewers by bringing out fellow Kentucky native, Sturgill Simpson, for performances of “Hard Livin'” and “Midnight Train To Memphis” back in 2018.

    Both songs are featured on Stapleton’s “From A Room: Volume 2” record, an underrated project that didn’t garner the same type of attention as Volume 1 or his monstrous debut album, “Traveller.”

    While pretty much everyone agrees that SNL isn’t as funny as it once was, the show has cranked out some of its best skits I’ve seen in a while during the first half of its groundbreaking 50th season. Still, I haven’t actually cracked open a beer and turned on a full episode in YEARS. Pairing Sturgill back up with Chris again might change that…

    Watch their performances here:

    chris stapleton Sturgill Simpson
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    WATCH: Koe Wetzel Honors ’90s Country With Epic Performance Of Sammy Kershaw’s “Queen Of My Double Wide Trailer”

    March 6, 2026

    Sam Barber Returns With Release Of New Electric Angsty Anthem “Borrowed Time”

    March 6, 2026

    Eric Church, Post Malone, Miranda Lambert and Kelsea Ballerini To Headline 2026 Barefoot Country Music Festival

    March 6, 2026

    Toby Keith’s Acoustic Cover Of Bill Withers “Ain’t No Sunshine” Is The Best Thing You’ll Watch All Day

    March 5, 2026

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