Curated by Monteze Freeland
Subscriptions Coming Soon!
A Madison Arts and Entertainment Center event
DINNER AND A MOVIE (and music) this Valentine’s Night at Madison
For singles and couples alike – savor a candlelit dinner while enjoying a popular movie classic, with musical interludes to enhance your Valentine experience.
Singles aren’t solo in Madison’s Cabaret.
Your inclusive, one-stop setting for Valentine’s indulgence is here. (Not part of our season subscription.)
Paradox of Education
By Ty Greenwood
April 4th – April 20th 2026
Carter Woodson Redwood Theater
Madison Arts and Entertainment Center
World Premiere
Ty Greenwood’s Paradox of Education is a bold and unflinching look at the cost of ambition and the pursuit of belonging within America’s higher education system.
First developed through ASOLO Repertory Theatre’s Ground Floor Playwright Commission, this gripping play unfolds at a prestigious PWI, where a group of Black scholars fight to hold space in a world that was never built for them. What begins as shared laughter and solidarity soon unravels into a relentless exploration of identity, expectation, and survival within an institution that celebrates diversity but resists change.
As friendships are tested and dreams collide with reality, Paradox of Education asks the urgent question, “Where do I belong?”
August Wilson’s Jitney, in Italian
By August Wilson
Directed by Renzo Carbonera
May 8th – May 10th 2026
Carter Woodson Redwood Theater
Madison Arts and Entertainment Center
An Italian-language production of August Wilson’s classic drama Jitney, with projected English supertitles. (Not part of our season subscription.)
10,000 Rides
By Cynthia Dallas
June 6th – June 22nd 2026
Pittsburgh Playwrights Cabaret Theater
Madison Arts and Entertainment Center
World Premiere
Come along on the wildest trips of a rideshare driver.
BURNBABYBURN: an american dream
By a.k. payne
August 19th – September 20th 2026
Outdoors at August Wilson House
World Premiere
Set in Pittsburgh’s Hill District and Homewood neighborhoods, BURNBABYBURN: an american dream moves fluidly through time as a young woman, Sky II, embarks on a journey to heal herself and the generations who came before her.
Through photographs that flicker with memory and meaning, she reaches across decades to touch the lives of her ancestors. Four generations of women draw nearer to one another as they confront the truths of motherhood, love, loss, and a city that both holds and haunts their dreams.
In this tender, time—bending story, a.k. payne reminds us that memory is fragile, history is human, and as she writes, “cameras tells lots of lies i cannot make any promises of fact.”
Fishy Woo Woo, Part 2
By Monteze Freeland
October 16th – October 31st
Carter Woodson Redwood Theater
Madison Arts and Entertainment Center
World Premiere
In 2024, Fishy Woo Woo introduced audiences to a lovable, slightly chaotic crew of elder millennial friends who proved that no matter how messy life gets, the bond is mighty real.
Two years later, the gang has fled Atlanta and settled into a quiet Delaware life, or at least they try to. But when Halloween rolls around, what starts as a night of laughs, costumes, and cocktails quickly turns into a scandalous showdown. Char is the focus of this iteration as she is pregnant but keeping a tight lip about the father…until someone unexpected shows up ready to stir the cauldron.
It is tricks, treats, and total mayhem as this crew faces the ghosts of their past. This is a jaw dropping night they will never forget, even if they wish they could.
A Dinah Washington Christmas
at Jimmy Hyde’s Sugartop Lounge
Featuring Delana Flowers as Dinah Washington
By Ernest McCarty
December 10-21 2026
Pittsburgh Playwrights Cabaret Theater
Madison Arts and Entertainment Center
Our hit 2025 world premiere returns! It’s December 1963, and “Queen of the Blues” Dinah Washington is appearing at a renowned Pittsburgh jazz club for a night of holiday-themed songs, backed with a chorus and blues ensemble. Delana Flowers portrays Dinah, reprising her role from our hit 2024 production Dinah: A Musical Revue, accompanied by some of Pittsburgh’s top musicians. (Not part of our season subscription.)