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54 Below

A Nonprofit Cabaret Venue

A man with curly hair and trimmed beard, wearing a black turtleneck, sits on a tan couch. He smiles warmly, bathed in golden sunlight—his look reminiscent of Chester Gregory in Black on Broadway—while the background remains dimly lit.

Chester Gregory: Black on Broadway

September 1 & 2, 2025

The performance on September 1 will also be livestreamed. For tickets and more information, click here.

Award-winning Broadway actor Chester Gregory returns to New York to share his raw, unfiltered journey as a Black artist on Broadway. This electrifying performance blends iconic Broadway hits (including many he helped originate), classics, personal stories, and shocking never before told behind the scenes moments. From breakthrough roles to the challenges of navigating the Broadway stage, it’s an inspiring evening of transparency and authenticity you’ll never forget.

Chester’s credits include Seaweed in Hairspray, Terk in Tarzan, Dupree in Cry-Baby, James “Thunder” Early in Dreamgirls, Eddie Souther in Sister Act, and Berry Gordy in Motown The Musical.

Music direction by Rashad McPherson.

Please note that all artists and acts are subject to change at any time.

Featuring

A man with short curly black hair and a trimmed beard smiles brightly while reclining on a tan couch, wearing a black turtleneck. Warm sunlight highlights his face and the cozy background with wooden paneling.

Chester Gregory

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Rashad McPherson, sporting a full, dark beard flecked with gray, dons a wide-brimmed cream hat with a red underside. With a nose ring and arched eyebrows, he poses in a patterned shirt against a plain brown background.

Rashad McPherson

Music Director
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Past Performances

  • Mon, Sep 1 :7:00 pm
  • Tue, Sep 2 :7:00 pm
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