Theater 555

Theater review by Raven Snook  [Note: This is a review of the 2024 production of The Ask at the Wild Project. The show returns in 2026 for a run at Theater 555, directed again by Jessi D. Hill but now starring Marilu Henner and Shannon Purser (who played the unlucky Barb on Stranger Things).] Words are wounding in Matthew Freeman's taut two-hander The Ask, an entertaining and empathetic examination of generational and philosophical differences that divide the political left. Savvy sexagenarian Greta (a flawless Betsy Aidem) welcomes Tanner (Colleen Litchfield)—a young, nonbinary representative from the American Civil Liberties Union—to her well-appointed Upper West Side study. A longtime liberal and high-level donor, Greta is polite but peeved: Her old ACLU contact has departed without warning, and she is wary of what she sees as the organization’s mission creep beyond civil liberties. Tanner knows they're there to listen, even when the conversation stings. But they also try to gently explain the group’s expanded priorities as they steel themself to make a big-money request. Inspired by his own long tenure as an ACLU fundraiser, Freeman gives this extended power play an uncomfortable verisimilitude. Aidem and Litchfield, who costarred in Leopoldstadt on Broadway, mine the unease for laughs but also understanding. As you listen to their arguments and their anguish—when Tanner uses inclusive gender language, Greta feels erased—you lament how quickly common ground can be...