2026-2027 Season
Artistic Director Reggie D. White’s inaugural season is a season of firsts—
five world-premiere plays by five playwrights NEW TO Woolly.
Woolly Mammoth Theatre Company is proud to announce its 2026-2027 season, the first curated by newly appointed Artistic Director Reggie D. White. This five-play lineup reaffirms Woolly’s commitment to audacious, evocative theatricality and artists whose work pushes the boundaries of form, perspective, and imagination.
With both longtime collaborators and bold new voices, the 2026–2027 lineup reflects Woolly Mammoth’s dedication to new work that is both fearless and radically welcoming. In addition to these five plays, Woolly’s season will include Connectivity events and learning opportunities, the continuation of a new Playwrights Group, and additional programming to be announced later this year.
The season is for you. DIG IN.
VENUS
by Steve Yockey
Directed by Reggie D. White
September 9 – October 4, 2026
A National New Play Network Rolling World Premiere
Sometimes the scariest part of dating is what you bring with you.
Nicole likes things orderly: clean dating profiles, curated apartments, clear exits. Beth is all instinct: showing up uninvited to book club, sending too many flowers, and whisking Nicole off to a midnight date under the stars. What begins as an intoxicating collision of opposites turns bizarre as romance descends into obsession, fear takes on a life of its own, and both women find themselves haunted by a woman in a red raincoat.
A star-gazing dark comedy, Venus launches the 2026–2027 season with a bang (or a shovel?), as Woolly’s new Artistic Director Reggie D. White helms this celestial fever dream by Steve Yockey (creator of HBO’s The Flight Attendant, Netflix’s Dead Boy Detective).
HANUKKAH SPECTACULAR
by Max Posner
Directed by David Cromer
November 14 – December 13, 2026
World Premiere!
Four artists, three days, one conference room, and a play that could combust before it’s even finished.
Set over a long weekend in a Midtown talent agency, Hanukkah Spectacular drops us into a glass-walled pressure cooker where a group of Jewish artists attempt the seemingly impossible: to make a commercially viable holiday hit about Hanukkah. What starts as a rehearsal comedy becomes a reckoning as lines between actor and character dissolve, a brother and sister’s unresolved history cracks the room open, a writer’s nervous system short-circuits, and a veteran director discovers his real job: to be the parent nobody cast him as.
Written by Lucille Lortel Nominee Max Posner (The Treasurer) and directed by Tony-winner David Cromer (The Band’s Visit), Hanukkah Spectacular is a comedy about collaborating with trauma.
TEN GRAND
by Kate Cortesi
Directed by Reggie D. White
February 1 – 28, 2027
World Premiere!
Welcome to Goodwill, where everything has a past and everyone has a story.
In a Boston-area Goodwill store, it’s business as usual. Employees and customers form quiet alliances, rituals, and rivalries amid piles of stuff that’s been “gently used” and “twice loved.” One highly detail-oriented worker crushes on a coworker. A production assistant working on a nearby film set likes her too. Her manager just wants her to get to work on time. And All My Children plays in the breakroom every day like gospel.
But when an unexpected item shows up in the donation bin, ordinary workplace drama takes on life-or-death stakes.
Ten Grand, by Princess Grace Award winner Kate Cortesi is a play about discarded people, community care, and how the stories we tell become our destiny.
BOBBY ROBOTOWITZ
by Matt Schatz
Directed by Jared Mezzocchi
A co-production with City Theatre
March 29 – April 25, 2027
World Premiere!
Dina is a novelist. Technically.
Down on her luck and running out of words, Dina turns to a chatbot—Bobby Robotowitz—for a little help: punch up a sentence, polish a pitch, maybe some life coaching. Bobby delivers. And then some. As Bobby evolves from assistant to collaborator to something a little more…intimate(?), Dina’s real life begins to glitch. Who’s writing whom?
Woolly Mammoth Company Member Jared Mezzocchi (The Arsonists, The Elaborate Entrance of Chad Deity) directs this sharp comedy about creativity, codependency, and the seductive pull of technology.
LOVE I AWETHU FURTHER
by a.k. Payne
Directed by Tamilla Woodard
Produced in Association with Jamila Ponton Bragg
June 1 – 27, 2027
World Premiere!
Time slips. Breath syncs. A revolution begins.
Callie dreams up a plan—slow-grown in tobacco rows, memorized in the body, waiting for the right storm. On the plantation that Mistress Catherine insists is a utopia of women, a constellation gathers around Callie: twin, lover, reader, seer, ancestor. Together, they wrestle with an infinite question—what does it cost to be free?
In this explosive and poetic adaptation of Julius Caesar, Susan Smith Blackburn Prize winner a.k. payne (Furlough’s Paradise) defies genre and gender expectations as they show history as something unstable, collective, and still unfolding.
Woolly’s work has existed on the bleeding edge of theatrical provocation for nearly 50 years. As I poured over hundreds of plays deciding which stories would be part of my first season as Artistic Director, these five plays left indelible impressions on me.
Steve, Max, Kate, Matt, and a.k. have crafted virtuosic offerings that are unmistakable in their voice, unapologetic in their point of view, and undeniable in their storytelling.