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The Crossword Show returns to Planet Word for its first-ever Washington, D.C. performance of “Puzzle #3: Cross Country.” Host Zach Sherwin (Crazy Ex-Girlfriend, Epic Rap Battles of History) presides as two guest comedians solve a crossword puzzle live onstage, with everything displayed on a screen so the audience can follow along. As the guest solvers decipher the clues, Zach takes the show down rabbit holes of comedy, music, wordplay, and trivia, all inspired by the answer words, and everything ties together at the end for a grand finale that’s as satisfying as it is mind-blowing. You don’t need any crossword expertise to be dazzled by this joyful, nerdy, one-of-a-kind experience!“Tons of fun.” — New York Times
“Jaw-dropping.” — SFGate
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.
For questions or concerns regarding accessibility needs, please contact [email protected].
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