


Get ready to laugh until your sides hurt! Jamaican comedy legend Oliver Samuels is officially back on U.S. soil with the American premiere of his brand-new play, Di Prodigal Pickney — a side-splitting, family-friendly comedy that’s full of heart, humor, and Caribbean flavor.
Fans in Connecticut will have two big opportunities to see the production live:
Often called the “King of Caribbean Comedy,” Oliver Samuels has spent decades entertaining audiences around the world with his unforgettable wit, authentic storytelling, and ability to find laughter in every corner of life.
With Di Prodigal Pickney, Oliver once again delivers a story that mixes deep emotion with his trademark humor — exploring themes of family, faith, forgiveness, and cultural pride through laughter. Whether you grew up watching him on Jamaican television or you’re discovering his work for the first time, this play promises a night that will leave audiences uplifted and inspired.
Bridgeport – Friday, November 14
The laughter begins at Central High School, where Oliver and his stellar cast will bring Di Prodigal Pickney to life for its U.S. premiere performance. Expect a high-energy crowd, plenty of Caribbean flavor, and a night of nonstop entertainment perfect for families and friends alike.
Hartford – Saturday, November 22
For those in northern Connecticut, Weaver High School will host the encore performance. This second night gives fans another chance to experience the magic — a perfect Saturday outing filled with laughter, warmth, and community spirit.
Unlike many stage comedies that rely on shock value or adult humor, Di Prodigal Pickney is designed to be a wholesome, family-centered experience. Audiences can expect classic Oliver Samuels humor — clever, cultural, and full of life lessons that resonate across generations.
The play captures the essence of Jamaican life, highlighting everyday struggles and triumphs with a smile. It’s more than entertainment; it’s a celebration of culture, resilience, and joy.
Two cities. Two unforgettable nights. One legendary comedian.
🎭 Oliver Samuels in Di Prodigal Pickney
📍 Bridgeport, CT – Friday, Nov 14 at Central High School
📍 Hartford, CT – Saturday, Nov 22 at Weaver High School
Tickets are on sale now — and going fast! Gather your friends and family, come out to support Caribbean theatre, and experience the laughter, love, and legacy of Oliver Samuels live on stage.
💬 “Oliver Samuels doesn’t just make you laugh — he makes you feel seen, understood, and proud.”
🎟️ Get your tickets early and don’t miss the American premiere of Di Prodigal Pickney!







Veta
I didn’t see any Oliver Samuels show for NYC