Late-night television has once again become a battleground for political commentary, with host Jimmy Kimmel leading the charge against former President Donald Trump. In a recent monologue, Kimmel derisively labeled Trump a “dumb dumb” in the wake of his controversial decision to deploy the National Guard to cities such as Portland, Oregon, and Chicago, Illinois. This sharp criticism came shortly after Kimmel’s return to the airwaves following a suspension over comments made about Charlie Kirk.

In his comedic tirade, Kimmel humorously suggested that Trump officials grew worried when the president inquired about obtaining a reverse mortgage on the White House, referencing an old Terry Bradshaw commercial for walk-in tubs. The late-night host further mocked Trump’s alleged confusion over Fox News footage, which reportedly led to his decision to send troops to Portland, mistakenly believing unrest footage was current when it was from the Black Lives Matter protests of 2020.

Kimmel’s monologue wasn’t just a comedic roast; it also carried a serious undertone. The host criticized the administration for escalating chaos in American cities to justify increased military intervention. On his show, Kimmel played a montage of viewers from Portland, Los Angeles, and Chicago, ridiculing the administration’s portrayal of these cities as hubs of danger.

The decision to deploy the National Guard has been met with significant backlash, not only from late-night hosts but also from state and local governments. Oregon Governor Tina Kotek has firmly stated that Portland does not require federal assistance, and California and the District of Columbia have filed lawsuits against the administration for overstepping legal authority.

Other late-night hosts have joined Kimmel in lampooning Trump. Stephen Colbert mockingly referenced the “battle of Portland,” quipping about the city’s supposed liberation from expensive donut shops and eclectic residents. Jon Stewart from “The Daily Show” also chimed in, joking about a fictional conflict with Vancouver, highlighting the absurdity of the situation with artisanal coffee references.

These comedic critiques underscore a broader concern about the influence of media outlets, like Fox News, on Trump’s decisions. Kimmel pointedly noted the danger of the president relying on the same sources as casual diners at a Chili’s airport location, a sentiment shared by Trump’s former aides, many of whom previously worked for the network.

As the political landscape continues to fuel late-night content, figures like Kimmel, Colbert, and Stewart remain at the forefront, using humor to navigate and critique the intricate dynamics of American governance and media influence.

Later in the summer, Trump sent hundreds of National Guard members to Washington DC after declaring a ‘crime emergency’. The move resulted in further intense backlash and prompted the District of Columbia to file a lawsuit to end the deployment. In recent weeks, Trump activated National Guard troops in Portland, and Hegseth mobilized members in Chicago .

Local and state governments in Oregon and Illinois have joined in and filed lawsuits against the administration for the deployment. Last week, Kimmel skewered the president in a sarcastic rant praising the president for sending troops to ‘prevent an entirely fabricated crisis’. ‘Thank you for sending troops to occupy all of these Democrat-run cities, whether we want them or not. And we do not,’ he added.

Fellow late-night host Stephen Colbert also torched the decision, saying in a recent monologue: ‘History will never forget the battle of Portland when we freed the citizens from the tyranny of overpriced donut shops and white ladies with dreadlocks named Raindrop.’

The Daily Show host Jon Stewart also joked about Trump’s decision to send troops to Portland: ‘Did I miss Vancouver attacking Portland in a fierce battle of mellow artisans? Don’t shoot ‘til you see the whites of their cold foam half-caffe latte art!’