Chester Gregory

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Biography

Chester Gregory (aka Chess Gregory) is no stranger to the stage; an award-winning Broadway performer he has been wowing audiences almost every night for eight consecutive years. With roles in The Jackie Wilson Story, Hairspray, Tarzan, Cry Baby, and Donkey in Shrek; Chester is stepping out to share his own songs that are crafted with an expertise that belies a debut record.

In Search of High Love is an album that took years to make. Chester shares “It started out as my final attempt at preparing a demo for record execs.” but these execs did not understand his vision, and Chester soon realized that trying to please them was unavoidably compromising his music. Chester made a bold choice “I started over and only the songs Questions and High Love remained. I listened to my heart and continued to allow the album to flow. Eventually, it started to assemble itself.” Now completed, Chester is preparing for the July release when the world will be able to experience a record that he is incredibly proud of.

Chester grew up in Gary, Indiana. An only child, he did not always know that he wanted to sing. It was in fifth grade when he found what would be is career; “One day in music class, when we were learning a song, the teacher paused and glanced at me with a smiling eye.

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