Who needs a Reichstag fire when you can just pretend Portland’s burning?
Donald Trump’s demonization of cities led by Democrats has an eerie 1930s precedent
Portland Police officers stand watch as protesters demonstrate near an ICE facility. Photo by Getty Images
Terrence Petty October 9, 2025
Here in Portland, this supposed city of darkness, happy kids splash around in a fountain next to the sparkling Willamette River, senior citizens practice tai chi in a park, bald eagles and ospreys soar past office building windows, chefs and bakers win national awards, world-class jazz musicians draw locals into clubs, and hiking trails course through the largest urban forest in the country, with glacier-draped Mount Hood as a backdrop.
It’s hardly the hellscape depicted by Donald Trump. What the city is, however, is a primary target in Trump’s scheming to militarize American cities — at least progressive ones like Portland, my home for the past 25 years.
Demonstrations have continued outside an ICE facility in Portland since the summer. The protests have been small, overall peaceful, occasionally tense, but often cheery — such as the time when a group of elderly Portlanders sang “This Land Is Your Land.” But Trump is using the protests as an excuse to launch what local officials and residents fear could be a major military intervention in the city, turning Portland, in essence, into a domestic battleground.
Trump is employing a playbook that’s eerily similar to ones that have been used by despots, including Adolf Hitler, who consolidated his control over Germany by deploying Sturmabteilung shock troops to spread fear across the populace.
Trump has effectively weaponized ICE as his own personal police force, and is using it to bait protestors into clashes and create a pretext for exerting military-style control over cities led by Democrats. From the very beginning of Trump’s second term, federal agents’ pursuit of undocumented immigrants has been marked by the spread of fear and terror. Trump says ICE’s heavy-handed tactics are necessary to fulfill his promise that undocumented immigrants “will not be tolerated.” But the scale and spectacle of ICE actions suggest another motive: to manufacture war-like images that justify crackdowns on leftists, whom Trump routinely portrays as domestic terrorists.
So far, no ICE raid has been more chilling than its assault last week on a five-story apartment building in Chicago. In the dead of night, armed federal agents rappelled from Black Hawk helicopters onto the roof. Others stormed the building from the ground, kicking down doors, throwing flash-bang grenades, and zip-tying screaming children and elderly residents. The target of the raid was a Venezuelan gang. But Illinois Gov. JB Pritzker said many of those who were arrested were U.S. citizens with no criminal record — which has been disputed by the Trump administration.
Two weeks earlier, a pastor praying outside a Chicago ICE processing center was struck in the head by a pepper ball fired from a roof and then sprayed with tear gas as he lay on the ground. He has since sued ICE, alleging violations of religious freedom and free speech.
After weeks of threats, Trump has federalized 300 Illinois National Guard troops and ordered hundreds more to deploy from Texas — using protests against immigrant detention as a pretext for putting soldiers on the streets. The move defies the spirit of the 1878 Posse Comitatus Act, which bars the use of federal military forces to enforce civilian law without explicit congressional authorization.
At a press conference, Pritzker voiced angry defiance toward what he called “Trump’s invasion.”
“The state of Illinois is going to use every lever at our disposal to resist this power grab and get (Homeland Security Secretary Kristi) Noem’s thugs the hell out of Chicago,” Pritzker said.
Portland might well be next.
Over the weekend, a federal judge in Oregon, appointed by Trump in 2019, issued two rulings temporarily blocking his attempts to deploy National Guard troops to Portland. In a blistering decision Saturday, U.S. District Judge Karin Immergut wrote that Trump’s claims of a “war zone” were “simply untethered to the facts.” She added: “This is a nation of Constitutional law, not martial law.”
When Trump tried to circumvent her ruling by ordering California National Guard troops into Oregon, Immergut blocked that maneuver too, writing: “The executive cannot invoke emergency powers based on manufactured chaos.”
Trump responded by claiming that “Portland is on fire,” and threatened to invoke the Insurrection Act, which legal experts note would effectively amount to imposing martial law.
Trump’s description of the situation in Portland is grossly exaggerated, and intentionally so. The protests have occurred in a very small area around the ICE detention center. There have been clashes involving pepper spray, but no ongoing battles. The scene is actually more like an episode of the TV show Portlandia. ICE agents have been mocked by protestors wearing a variety of inflatable animal costumes, including a dinosaur, raccoon and a unicorn, all twerking outside the detention center. An activist in a giant toad costume has become a social media sensation, especially after an ICE agent shot pepper spray into the air vent on the costume’s back side. Another image making the social media rounds shows protestors using donuts dangling from fishing poles to taunt ICE agents — “ICE fishing,” as they call it.
Portland wears its progressivism on its sleeve, which does not always work in the city’s favor. During the 2020 Black Lives Matter protests downtown, city officials faced accusations of being too lenient on leftist agitators. Riots during those protests, coupled with COVID, led to the closure of numerous downtown stores. Leftists who relish confrontation with right-wing counter-protesters have posed another challenge. During one protest in late August 2020, Trump supporters rode their pickup trucks into downtown Portland and picked a fight with leftist demonstrators. That night, a right-wing counter-protester was shot and killed by a self-described anti-fascist activist, who was later tracked down and fatally shot by federal agents in neighboring Washington state. Before fleeing, the shooter said he was defending himself.
Even before Trump, Portland has had a rocky relationship with federal authority. The city was the site of massive protests against President George W. Bush’s 2003 invasion of Iraq. In 2019, Portland became the second U.S. city — after San Francisco — to withdraw its police officers from the FBI’s Joint Terrorism Task Force, citing concerns over civil liberties and lack of transparency. In the 1990s, staffers for the first President Bush dubbed Portland “Little Beirut” in response to raucous anti-war protests that greeted his visits.
During his visit to Quantico Marine Base, Trump told top military commanders, “We should use some of these dangerous cities as training grounds for our military.” He singled out Chicago, Portland, Seattle, and Washington, D.C. For now, Portland’s resistance may resemble a surreal episode of protest theater—complete with inflatable dinosaurs and the viral “anti-fascist” frog. But there will be no cause for chuckling if the city becomes a proving ground for martial law, with federal troops rehearsing the suppression of dissent.
