Places/place
Portland
2018-03-27, 2 mentions2018-10-05, 1 mention2019-05-19, 1 mention2020-03-15, 1 mention2020-06-14, 2 mentions2020-07-19, 3 mentions2020-07-26, 2 mentions2020-08-09, 1 mention2020-09-13, 1 mention2021-01-10, 1 mention2021-10-17, 1 mention2021-10-31, 1 mention2022-06-26, 1 mention2022-07-17, 2 mentions2023-08-02, 1 mention2024-11-16, 1 mention2025-06-28, 1 mention2025-10-04, 2 mentions2025-10-22, 2 mentions2025-11-15, 1 mention2026-04-18, 1 mention
Tim’s take
For him Portland is shorthand for the country's most abandoned, anarchist-adjacent corner: antifa ice cream shops 1:05:41, DHS vans and "crazy" locals 5:00, and a city he says needs no clarification when comparing bloated Democrat-run cities 14:57 1:41. The jokes escalate from a fake nuke rumor 38:34 to a bit about executing willing participants there in an assisted-suicide comedy special 44:59, and he floats that its "green-haired" radicals might have a point about getting rid of government 21:06.
He's genuinely split on what's actually happening there: he mocks the idea of an anarchist takeover as farce 1:13 but treats the real deployment of federal troops into the city as a waste of money that should go to hospitals instead 32:37. As a touring comedian he likes the place, calling its "gray rainy heroin addicted atmosphere" the reason crowds there want to laugh 1:10:04, and elsewhere uses it as proof America no longer shares one culture 59:20.
Every Reference (29)
"Yeah. Totally, totally different culture completely. And even in Portland now, I have a lot of friends that work in recovery and stuff"
"It was in Portland and then I lived in a house that had three apartments and there"
Fake Bums, Reptilians as Sociopaths, and the Simulation Bummer — Alien School (with Jessa Reed)+1s into the segment"just might I just have my friend's car, but Take take check out Portland. They like me there. I Who cares but here's what I would say"
"in the backwoods of Louisiana then go to San Francisco go to Portland go to Rhode Island nice but why would this be a country you talk"
No Shared National Identity Left — Episode 148 - Streak of Evil (with Yannis Pappas)+4s into the segment"considering a total complete shutdown how many cases in Seattle and Portland that's another hot spot the Pacific Northwest is a big hot spot"
Fake Highly-Placed Government Sources and Portland Nuke Rumors — #191 - Corona Cast | The Tim Dillon Show+13s into the segment"what is going on over there is it the rain is it the weather are you wanna some type of is it an energy vortex what is happening with Portland and Seattle"
Inside Chaz: Gentrification, Amazon Workers, and Protest Cosplay — #204 - Katie Herzog | The Tim Dillon Show+119s into the segment"seeing now although a lot of it seems to have calmed down in Portland of course has its own fair share of activism the cities are different"
"dhs agents un uh going around portland snatching people up if you've seen this a little disturbing but i mean portland's crazy there's a lot of loonies running around there"
Not Answering Government Calls and Dad's Boomer Response to Moving — #209 - Don't Curse Me | The Tim Dillon Show+80s into the segment"federal law enforcement officers have been using unmarked vehicles to drive around downtown portland and detain protesters since last tuesday"
DHS Snatching Protesters in Portland — #209 - Don't Curse Me | The Tim Dillon Show+22s into the segment"you not are you unaware do you think these high school kids in portland that are now starting this youth liberation front of portland"
Self-Defense, the McCloskeys, and Institutions That Won't Save You — #209 - Don't Curse Me | The Tim Dillon Show+29s into the segment"handle it sorry no more alpha brain pit let's take a look at portland they're"
Open Pit as Official Show Sauce — #210 - I Am The Most Successful Podcaster In Los Angeles | The Tim Dillon Show+19s into the segment"the government being run by lunatics that are running around in portland with green hair and burning themselves you know throwing molotov"
The Fantasy Obama/Cuomo Concert and Antifa Flash Mob — #210 - I Am The Most Successful Podcaster In Los Angeles | The Tim Dillon Show+98s into the segment"visceral reaction to that also trump made a lot of good points about portland not so much i don't like the vans picking up the people i'm not"
Trump's Interview, Mail-In Voting, and Election Doom — #212 - Barnyard Creature | The Tim Dillon Show+130s into the segment"know about the coven numbers poor i just turned out an offer for portland just because the money wasn't right it's like i'm really not"
"would never narc on any of these antifa super soldiers dykes in portland that own all the ice cream shops i would never knock on them"
Refusing to Narc on the Ice Cream Shop Antifa Dykes — #234 - Stop Ratting | The Tim Dillon Show+29s into the segment"and then you you know you graduate to you know federal banks in portland but i don't understand why they're taking this away is there"
"i just got back from portland in seattle and yes it's a hotbed of uh anarchy and crime but there's something brilliant about just the gray rainy heroin addicted atmosphere"
Interview: Colin Quinn on His New York Show and Touring — #275 - Cool Mom! | The Tim Dillon Show+286s into the segment"rid of them and say these [ __ ] green-haired [ __ ] [ __ ] in Portland are right. Anyway, Kyle Rittenhouse has released a video game"
Kyle Rittenhouse's Fake News Turkey Shoot Video Game — #304 - What America Means To Me | The Tim Dillon Show+69s into the segment"kill them all right but not kid they wanted that you did this in portland i'm dead serious i would shoot every one of you yeah yeah like"
The Oregon Euthanasia Comedy Special Pitch — Andrew Schulz | The Tim Dillon Show #307+25s into the segment"well they're they're happy but there's a point where they od on it so it's god bless god bless them but for us you want to help them in portland they're too [ __ ] to do it themselves"
"um and I don't know it's not quite Portland in Seattle it's for people that like it a little weird but not as far gone as Portland OR Seattle"
Denver's Missing Identity and the Green Chili Bloat — Free Lizzo | The Tim Dillon Show #355+6s into the segment"Winnipeg that's going to be announced really soon we've got some uh Portland and we've got some Seattle we've got some things happening and"
"if we look at San Francisco and a few of these other cities, Portland, Seattle, Detroit, Chicago, the Democrats who've run these cities"
Getting Pulled Over on Long Island and Distrust of Cops — Zohran Mamdani, Political Rage, & The Hunt | The Tim Dillon Show #450+65s into the segment"the Ukraine in Israel and then we put uh the National Guard in Portland and then Pete Hgse calls a meeting of 800 generals and go I don't"
Pete Hegseth's Fat Generals Speech and Troops in American Cities — They Got Greta, A.I. Hollywood, & The Battle For Tik Tok | The Tim Dillon Show #464+230s into the segment"at us." You go, I just don't understand why the military is in Portland. The other thing the spaceship can do, it can come into our atmosphere."
Comet Conspiracy and Alien Distraction Theories — They Got Greta, A.I. Hollywood, & The Battle For Tik Tok | The Tim Dillon Show #464+65s into the segment"fleeing those cities and once vibrant city centers of places like Portland or San Francisco, although San Francisco is getting a little"
Crime, Homelessness, and Mamdani's Policing Approach — Bernie Sanders | The Tim Dillon Show #467+51s into the segment"doing is is is totally crazy. him and he's trying to say that in Portland, Oregon, they are trying to overthrow the United States government."
Mamdani, ICE Standoffs, and Whether He'll Sell Out Like Others — Bernie Sanders | The Tim Dillon Show #467+68s into the segment"This is a pathology I'd never encountered it until I was in LA or actually in San Francisco to the West Coast, Portland and Seattle, where people actually fetishize uh uh sick people dying on the street."
White Guilt and the Fetishization of Homeless Junkies — Lame Duck Donald & The Immigration Nation | The Tim Dillon Show #470+80s into the segment"People in Portland and Los Angeles, these well-meaning white people like they they do never want to criticize homeless or unhoused or whatever."
The AI Demon Hunting Young Professionals — Eric Swalwell, The Great Layoff, & We Endorse Katie Porter | The Tim Dillon Show #492+147s into the segment