Darius Rucker Loses Singing Competition Against Epic Street Performer

Undercover Boss Youtube

Country music star Darius Rucker was in quite the strange situation when an encounter with a street performer led the artist to lose a friendly fight for victory!

Taking to the streets to acquaint himself with the local talent, Rucker took on the role of a talent scout seeking promising performers. The country singer soon came face-to-face with a busker named Dimiyr, a breathtaking musician who had quickly attracted a tentative crowd of bystanders with his smooth vocals. 

Rucker, in a full disguise and going by the false name Jackie Middleton, approached the young musician and complimented his uncanny talent. Challenging him to a friendly competition, the country singer made a deal with Dimiyr and proposed that the one with the least amount of tips at the end of their battle will be expected to buy a round of drinks.

In an strange twist, Rucker was shy of Dimiyr’s earnings and was ultimately deemed to gift his winning opponent with a cold one! However, viewers noticed that Rucker was intentionally toning down his talent and purposely cracking on notes to conceal his award-winning vocals.

Rucker endured the undercover challenge for a special edition of CBS’ Undercover Boss to discover promising talent in unlikely places. Be sure to watch the encounter below! 

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About the Author

Manly Bryant

Throughout his over a decade-long career at Country Rebel, Manly Bryant has written thousands of articles, managed countless social media posts, connected with many country music stars in person, and documented many of the most iconic moments in country music history. Whether heโ€™s covering a sold-out stadium show or spotlighting an up-and-coming artist, Manly brings…

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