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54 Below

A Nonprofit Cabaret Venue

Chester Gregory, smiling in a black shirt, shines during the Black on Broadway LIVESTREAM.

LIVESTREAM | Chester Gregory: Black on Broadway

STREAMS LIVE SEPTEMBER 1, 2025 AT 7PM ET

This event is being streamed online. To purchase tickets for the in-person event, 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.

Live from 54 Below is a new series featuring streams of LIVE performances direct from Broadway’s Living Room! Designed to make more shows accessible to fans from across the globe and to recreate the live experience, all shows will be presented exclusively at the time of performance with an in-house audience and will not be available on demand afterwards.

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
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The image features the logo of "54 Below," a renowned cabaret and dining club. The logo uses an elegant serif font with the number "54" prominently displayed and the word "BELOW" situated underneath. The text is gold on a dark brown background with a gold border surrounding the design.
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