Tim Dillon

Tim Dillon brings his distinctive brand of observational comedy and satirical takes to Boston. Known for his candid commentary on American culture, politics, and the absurdities of modern life, Dillon's stand-up often blends dark humor with a surprisingly insightful perspective. Fans of his podcast and previous specials can expect an evening of unfiltered thoughts and character work, delivered with his signature deadpan style. This appearance at The Wilbur on Saturday, November 7, 2026, is a chance to catch one of comedy's more polarizing but consistently engaging voices live. The Wilbur is a classic theater setting, well-suited for a focused stand-up performance. It's a good fit for anyone who appreciates sharp, often controversial, and always thought-provoking comedy that doesn't shy away from uncomfortable truths.