Chester Gregory
Soloist
Chester Gregory is an award-winning Broadway actor, singer, and recording artist, renowned for his extraordinary vocal talent, commanding stage presence, and deep emotional resonance. With starring roles in iconic productions such as Hairspray, Dreamgirls, Sister Act, Disney’s Tarzan, and Motown: The Musical, Chester has become a dynamic force in musical theater and live performances, captivating audiences with a unique energy that resonates across both grand Broadway stages and intimate concert settings.
His breakthrough role as legendary singer Jackie Wilson in The Jackie Wilson Story earned him widespread acclaim and a personal standing ovation from Michael Jackson. Known for blending soul, storytelling, and precision, Chester brings authenticity to every performance, whether delivering an electrifying showstopper or a heartfelt ballad.
A recipient of the NAACP Theatre Award, Joseph Jefferson Award, and Black Theatre Alliance Award, Chester has performed across the U.S., gaining recognition not only for his vocal abilities but also for his emotional depth and stage presence. His influence extends beyond live performances
through his social media, where he engages millions, sharing his artistic journey, humor, and passion for wellness.
Chester Gregory is available for theatrical performances, symphonic collaborations, special events, and concerts. With an unwavering commitment to excellence, he ensures every performance is an unforgettable experience.
Chester’s social media presence reaches millions across platforms, where he shares humor, wellness, and the arts. Stay connected with Chester on social media @chestergregory for updates and visit ChesterGregory.com for more information.
