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Hispanic Business TV > Boston > This is the best Boston comedian, according to readers
Boston

This is the best Boston comedian, according to readers

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Last updated: November 6, 2026 2:36 am
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The very funny performer that won our Best Boston Comedian bracket was probably the least expected.Do you think Sam Reich is Boston’s best comedian?Sign up for the Today newsletter


Entertainment

The very funny performer that won our Best Boston Comedian bracket was probably the least expected.

Sam Reich is the winner of Boston.com’s Best Boston Comedian bracket competition. Kate Elliott

By Kevin Slane


November 5, 2026 | 2:59 PM

1 minute to read

We have a winner.

With more than 56,000 votes cast across five rounds and two weeks, Sam Reich has been named the winner of Boston.com’s Best Boston Comedian bracket.

To call Reich’s win an upset would be an understatement. The Cambridge native — the CEO of the indie comedy streaming service Dropout and the host of its most popular show, “Game Changer” — came into the contest as a seven seed. He was widely seen as an underdog in his first matchup with “The White Lotus” Star Jennifer Coolidge, and again faced long odds against Matt LeBlanc, Bo Burnham, Jason Mantzoukas, and Amy Poehler in the finals.

But fans of Dropout, spurred on by Reich’s posts on social media, rallied around the Cambridge native for each round of voting.

“Our fans show up,” Reich said in an interview with Boston.com. “They are activatable. God bless them.”

If you’d like to read more about Reich’s journey from a high school dropout to the CEO of his own streaming company, check out our interview here.

Are you shocked by the results? Send us an email with your thoughts about which funny folks should’ve gone farther in the bracket — or which deserving comedians missed out on the bracket altogether. Your comments may show up in a future article.

Do you think Sam Reich is Boston’s best comedian?

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