One of Nashville’s most intriguing artists with his strong gravel-toned vocals, wayward spirit, intentional songwriting and overall mystique, the fast-rising singer/songwriter Jackson Dean is quickly earning a reputation for his impressive live show and thought-provoking, lyric-driven music. The young talent burst on the scene in 2022, showing people how real music can be with his atmospheric, musically-forward debut album Greenbroke that featured his debut single, "Don't Come Lookin'" (which cemented Jackson as the youngest solo male Country artist to reach the top of the charts with a debut) and his Top 10 follow up single "Fearless - The Echo". The demand for Jackson skyrocketed after landing on Spotify’s Hot Country Artists to Watch 2023, the CMT Listen Up class of 2023, CRS New Faces 2023, as well as a slew of other artist to watch lists and nominations. A vocalist who truly thrives on stage (as evident in his Live at the Ryman album), the Maryland native has leaned hard into touring, joining bills with superstar acts like Lainey Wilson, Toby Keith, Miranda Lambert, Brantley Gilbert, Kane Brown, HARDY and Brothers Osborne as well as his own headline tour. Dean wows audiences and has built a passionate fanbase that connects on a deeper level. As a result, his live show stand out "Heavens To Betsy" has evolved to become his latest single—and lead track from his sophomore album On The Back Of My Dreams, out now (via Big Machine Records).

Lakefront Music Fest 2026

Jackson Dean

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