By Nick A. Zaino III Globe Correspondent, Updated March 4, 2020
Walking around an urban landscape is a different experience for Zach Sherwin than it is for most people. The comedian and rapper, who brings “The Crossword Show” to WBUR CitySpace Friday night for a sold-out show, has a special relationship with words.
“I do wordplay everything — any bit of text on a building or a billboard or wherever I see it, stuff happens compulsively,” he says. “One of the kinds of wordplay that my mind does on autopilot is looking for rhymes in things.”
His new stage show has given Sherwin an outlet for his compulsion. In it, he leads a group of guest solvers through a crossword puzzle with musical cues and comic clues. He gets to rap and spin connections between words into bits as his guests — on Friday they include comedians Kelly MacFarland, Nonye Brown-West, and WBUR reporter Jack Lepiarz — guess and ad-lib.
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