For other artists, Stapleton has co-written six number-one singles on the Hot Country Songs chart,[4] including Kenny Chesney's five-week number-one "Never Wanted Nothing More", Josh Turner's "Your Man", George Strait's "Love's Gonna Make It Alright", and Luke Bryan's "Drink a Beer".[5] He has been credited on albums for artists including Adele, Kelly Clarkson, Brad Paisley, Dierks Bentley, and Taylor Swift.[6] He has co-written with Vince Gill, Peter Frampton, Sheryl Crow, and Ed Sheeran, among others.[7]
As a recording artist, Stapleton served as a vocalist in two bands: the bluegrass ensemble the SteelDrivers and the rock band the Jompson Brothers before emerging as a solo act. His debut solo album, Traveller (2015), peaked atop the US Billboard 200 and received quadruple platinum certification by the Recording Industry Association of America (RIAA). His 2015 cover of the song "Tennessee Whiskey" received diamond certification by the RIAA. His second studio album, From a Room: Volume 1 (2017) earned his second CMA Award for Album of the Year and a Grammy Award for Best Country Album. His third, From a Room: Volume 2 (2017) peaked at number two on the Billboard 200, and his fourth, Starting Over (2020), won his third Grammy for Best Country Album. The title track was issued as its lead single.
Stapleton has been recognized with several awards including 10 Grammy Awards, 11 Academy of Country Music (ACM) Awards, and 15 Country Music Association (CMA) Awards. He was named the ACM's Artist-Songwriter of the Decade.[8] In 2023, Rolling Stone ranked Stapleton at number 170 on its list of the 200 Greatest Singers of All Time.
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