Courtesy of ShowtimeFilm & TV / NewsFilm & TV / NewsZiwe asks tough questions on race in the trailer for her new showThe self-titled Showtime comedy will feature appearances from Phoebe Bridgers, Fran Lebowitz, Jeremy O. Harris, and moreShareLink copied ✔️April 10, 2021April 10, 2021TextThom Waite The trailer for Ziwe’s new, self-titled late night series with Showtime has arrived. Following in the footsteps of her iconic Instagram Live series, Baited — which saw her interview the likes of Caroline Callloway and Rose McGowan — the trailer shows her asking direct questions about race, privilege, and allyship, with often-hilarious results. It also reveals some of the high-profile guests that will be going under the Brooklyn comedian’s lens and helping her unpack uncomfortable topics, teasing appearances from Phoebe Bridgers, Dazed 100 alum Jeremy O. Harris, Jane Krakowski, Christin Milioti, Bowen Yang, Cole Escola, Patti Harrison, and more. In a segment with Fran Lebowitz, she asks: “What bothers you more, slow walkers or racism?” The guests won’t only feature in unapologetic interviews, though. Ziwe also promises musical numbers, sketches, fake commercials, and unscripted field pieces (plus some lavish looks, if the trailer is anything to go by). Ziwe herself will act as a showrunner, writer, and actor for the six-part series, which is also executive produced by former Desus & Mero collaborator Hunter Speese, and produced by A24. Ziwe is set to premiere via Showtime on May 9. Watch the new trailer below. here's the trailer for ZIWE famously on showtime may 9th pic.twitter.com/ITaNTSgSRF— ziwe (@ziwe) April 9, 2021Expand your creative community and connect with 15,000 creatives from around the world.READ MOREGetting to the bottom of the Heated Rivalry discourseMarty Supreme and the cost of ‘dreaming big’Ben Whishaw on the power of Peter Hujar’s photography: ‘It feels alive’Atropia: An absurdist love story set in a mock Iraqi military villageMeet the new generation of British actors reshaping Hollywood Sentimental Value is a raw study of generational traumaJosh Safdie on Marty Supreme: ‘One dream has to end for another to begin’Animalia: An eerie feminist sci-fi about aliens invading MoroccoThe 20 best films of 2025, rankedWhy Kahlil Joseph’s debut feature film is a must-seeJay Kelly is Noah Baumbach’s surreal, star-studded take on fameWatch: Owen Cooper on Adolescence, Jake Gyllenhaal and Wuthering Heights