HomeCelebrity TakeoverCuba Gooding Jr. Returns to the Role of Billy Flynn in Chicago
Cuba Gooding Jr. in a promotional photo as Billy Flynn.
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Cuba Gooding Jr. Returns to the Role of Billy Flynn in Chicago

Andrew Shade
By Andrew Shade

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Show me the money! Cuba Gooding Jr. (A Trip to Bountiful) returns to Broadway’s ‘Chicago.’

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Cuba Gooding Jr. in a promotional photo as Billy Flynn.
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Oscar Winner and Broadway alumni, Cuba Gooding Jr., has returned to Broadway. Cuba has returned to ‘Chicago’ through February 10th. After a previous Broadway and West End run in the show, Cuba is back playing Billy Flynn. Now taking on the role for the third time, Cuba is back and better than Ever.

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“This is the first time I’ve sang professionally, period. This is my first musical” Cuba said, “The hardest thing I’ve ever done physically is singing and dancing, eight shows a week, six days a week.”

rnThe Oscar winner returned to the Ambassador Theatre on January 7th to do a month-long run in the show. He’d previously spent six weeks in the role in October of 2018 and before that he’d opened the show’s west end revival. Cuba is the latest in the line of stars to join the Broadway company of Chicago. Cuba is joining the likes of Todrick Hall, Tony Yazbeck, Usher Raymond, and Wayne Brady as one of the few stars to play Billy Flynn on Broadway. Cuba is ready to bring the “razzle dazzle” to the Ambassador Theatre, eight shows a week, and we’re prepared to see him hit his mark and take the stage.

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Andrew Shade
Andrew Shade
Drew Shade is a visionary creative force at the intersection of Black theatre, media, and culture. As the Founder and Creative Director of Broadway Black, Off-Book: The Podcast, and The Antonyo Awards, he champions artistic excellence and amplifies the voices of Black theatre artists with intention, heart, and unapologetic pride. His work has been featured in The New York Times, Playbill, Deadline, The Observer, and Apple TV’s Dear…, and he's collaborated with brands and institutions such as NBC, BET, Audible, Universal Pictures, SheaMoisture, The Public Theater, Signature Theatre, National Black Theatre, and more. He has also served as a cultural consultant and curator for countless Broadway productions for over a decade — establishing himself as a trusted voice and tastemaker in theatre and media. In addition to his work behind the scenes, Shade is a performer and creative artist in his own right, with credits including Classical Theatre of Harlem’s The First Noel at The Apollo, The Preacher’s Wife musical at The Alliance Theatre, and a Sondheim tribute concert at Carnegie Hall led by Tituss Burgess. He’s also lent his voice to campaigns for Google and continues to explore visual storytelling through photography — from red carpets to press coverage. Rooted in joy, justice, and the belief that Black theatre is both legacy and revolution, Shade continues to build platforms and shine light where it’s long been overdue — so Black artists are seen, heard, and celebrated on their own terms. “Have a belief in yourself that is bigger than anyone’s disbelief.” – August Wilson

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