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BestTicketsOnline.com carries all Chris Stapleton events Worldwide: Chris Stapleton is an American singer and songwriter who has won 10 Grammys as a performer and wrote hit songs for artists like George Strait, Luke Bryan, and Kenny Chesney. Chris Stapleton began his career in Nashville, Tennessee, as a sought-after songwriter who furnished songs for numerous famous country artists. Easy to spot due to his signature long hair and striking beard, he became a major star in the fall of 2015 when his debut solo album, Traveller, practically swept the CMAs. Stapleton followed up the multiplatinum album by drawing on his own vast repertoire of songs. In 2017, he released two more albums: the award-winning From a Room: Volume 1 and From a Room: Volume 2. In total, Stapleton has won 10 Grammys and is a seven-time Country Music Association Male Vocalist of the Year—more than any artist in history. In 2018, he won three more Grammys for From a Room, Volume 1: Best Country Album, Best Country Song for “Broken Halos,” and Best Country Solo Performance for “Either Way.” He also performed “Wildflowers” with Emmylou Harris to honor the late Tom Petty during the awards show broadcast. In 2022, Stapleton collected another three Grammy Awards. His 2020 album, Starting Over, won Best Country Album, meanwhile Best Country Song went to “Cold,” and “You Should Probably Leave” earned him Best Solo Country Performance. Later that year, he became the first artist to win Male Vocalist of the Year six times at the CMA Awards, passing George Strait, Vince Gill, and Blake Shelton. In September 2023, Stapleton received three nominations for the annual CMA Awards, including for Entertainer of the Year and Male Vocalist of the Year. He won the latter for a seventh time at the November ceremony. In February 2024, Stapleton won his ninth and 10th Grammy Awards, for Best Country Solo Performance and Best Country Song for “White Horse.”