Emcee, writer, freestyler and showman William Winklesky says he blends “life experiences with hip-hop sounds in a style that’s “performance-based, practiced and refined” through a decade of basement cyphers and bar shows. “I have songs where I’m meticulous with words,” he says, “and others where I blend pop culture with perspective.” He and producer Nick Pawlenty are working on a record called Saturday Morning Cartoons, which combines anime and rap.

10pm Mon 5/2 at Sir Benedict’s Tavern