The Crossword Show

Join host Zach Sherwin for an exclusive pre-show hang that’s jam-packed with fun, wordplay, and Crossword Show content you won't see anywhere else. This intimate gathering will feature bonus quizzes and puzzles, exclusive material that won't be included in the evening's show, a Q&A, and an opportunity to take photos, plus a hard copy of a souvenir crossword that’s custom-made for this special event!
ZACH SHERWIN is a Los Angeles-based comedian. His writing for the web series Epic Rap Battles of History has received numerous Streamy Awards and Emmy nominations, and the Epic Rap Battles in which he’s co-starred have amassed over half a billion YouTube views and an RIAA-certified Gold record. His own YouTube videos have been viewed many millions of times, and his other writing credits include Crazy Ex-Girlfriend (The CW) and MAD Magazine. As a performer, Zach has appeared on shows ranging from Totally Biased with W. Kamau Bell (FX) to America’s Got Talent (NBC), and he has also worked extensively as a TV audience warm-up comic, including at the last three years of the Scripps National Spelling Bee. In 2025, he published his second crossword puzzle in The New York Times.
PAST GUESTS have included: Aparna Nancherla, Arden Myrin, Atsuko Okatsuka, Baron Vaughn, Beth Stelling, Gary Gulman, Irene Tu, Janelle James, Kyle Kinane, Lauren Lapkus, Lisa Loeb, Matt Walsh, Mayim Bialik, Moshe Kasher, Pete Holmes, Rachel Bloom, Scott Thompson, Solomon Georgio and many more! For the B Street edition of The Crossword Show, we've roped in our resident word nerds (and 2/3 of the hilarious Maximum Occupancy improv troupe) Core Acting Company Members Stephanie Altholz & Tara Sissom!