Cover image
Profile photo

Chester Gregory

@chester-gregory

Broadway Veteran, Recording Artist, and Wellness Mentor

Joined May 2026

About

Chester Gregory is an award-winning Broadway actor, singer, and wellness advocate known for his roles in Motown: The Musical, Hairspray, and Sister Act. Beyond his stage career, he is a recording artist (also known as CHΞSS) who has collaborated with industry legends like Phil Collins and Chance The Rapper. His work as a mentor focuses on the intersection of artistic excellence and personal alignment. Through his "Cycle of Alignment" framework, he helps individuals navigate the mental and spiritual challenges of high-performance careers. He is recognized for his charismatic storytelling and his commitment to "collectively healing every single soul." He continues to lead community initiatives that blend the arts with wellness practices to help people live authentically and find their direction.

Chester Gregory | Circle Discover