Skip to main contentHere are the Five Funniest people in Portland from the past several years!
Funniest Five
Every year we poll more than 100 comedians and show producers to identify the freshest local talent in comedy.
Funniest Five 2026Opens in new window
If you're looking for a solution to everything that’s gone wrong, you’ve come to the wrong page. The people you’re about to meet don’t pretend to have the answers, unlike the bozos swept into office last year. They’re just really good at telling us what the problems are.
The Unstoppable Funniest Five 2025Opens in new window
The country’s a circus, under new management from the carnival barker-in-chief. There’s just one thing to do: Send in the clowns.
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Need a laugh? Portland’s standup comedians sure do. Stop by a local showcase these days and you’ll hear jokes that, depending on your perspective, are either pitch-black hilarious or just horribly real. On the menu are gags about homelessness, dating convicts, and horse dicks. And those are the upbeat ones.
Funniest Five 2023Opens in new window
The funniest thing Sam Whiteley ever saw happen in Portland was Keljin Blevins scoring two 3-pointers in the fourth quarter on Feb. 9, 2022, spurring the Blazers to victory over the Lakers. In other words, LeBron James didn’t lose to Damian Lillard. He lost to Damian Lillard’s cousin.
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Is this thing on? Absolutely. Comedy lives, and so does Funniest Five, our annual poll in which members of Portland’s comedy community vote for the funniest among them. Ballots are cast by comedians, bookers, improvisers, podcasters and promoters.