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As a native of Nashville, Dickerson grew up in the thick of Music City and by the time he hit college, he knew he wanted to pursue music professionally. He completed a degree in music at Belmont University and in 2010 scored representation with Creative Artists Agency, who helped him land a publishing deal in addition to repping him as a performer. Dickerson's first attempt at a solo career -- 2011's "That's My Girl" -- didn't go anywhere, but in 2013, "Green Light" became a hit on satellite radio. Over the next couple of years, Dickerson's music became poppier, a makeover that paid off once "Yours" became a country radio hit in late 2015, leading to the release of the Yours EP in 2016. The EP was expanded into a full-length album of the same name the following year, which reached number five on Billboard's Country Albums Chart and landed a pair of hits with "Blue Tacoma" and the gold-selling single "Every Little Thing."
February 2020 saw the release of the single "Love You Like I Used To," which hit number five on Billboard's Country Songs chart and paved the way for Dickerson's second LP. Released in December 2020, Southern Symphony featured a guest appearance by Florida Georgia Line and spawned a second Top 30 country single with "Home Sweet." It also hit number 14 on Billboard's Top Country Albums chart. In early 2022, he issued the platinum-selling single "She Likes It" (featuring Jack Scott), which later appeared on his self-titled third full-length. Released that November, the album saw Dickerson adopt a more reflective tone while still delivering chart-topping country-pop bangers like "I Wonder" and the Jake Scott-assisted "She Likes It." The following year saw the release of the breezy, coastal-themed EP Three Months Two Streets Down. ~ Stephen Thomas Erlewine