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The recent cancellation of The Late Show with Stephen Colbert sparked a wave of reactions that notably divided along partisan lines. President Donald Trump expressed his satisfaction on social media, while many prominent Democrats, journalists, and liberal celebrities lamented the end of what they viewed as a progressive cornerstone in late-night television.
Since Colbert assumed the hosting duties in 2015, The Late Show evolved into one of the most politically charged programs in the late-night landscape. Under his leadership, the show featured frequent bookings of Democratic figures, a plethora of anti-Trump and anti-Republican jokes, and even hosted events that directly contributed to fundraising efforts for political campaigns. Colbert’s role extended beyond humor into the realm of political commentary and activism.
In this article, we will explore Colbert’s most politically charged moments throughout his tenure as host.
During summer 2020, while broadcasting remotely due to the COVID-19 pandemic, Colbert revealed his genuine admiration for Michelle Obama. After airing clips of her poignantly urging Americans to vote for Joe Biden during the Democratic National Convention, he admitted, “I have never been more happy to fail at my job.” His comment reflected the deep impact of her speech on him, indicating his inability to find humor in a moment that called for serious reflection. Colbert’s sentiments echoed throughout his monologue that night when he stated, “For four years, we’ve looked on in horror as Donald Trump tore down every norm in American life.”
In August 2021, Colbert’s decision to share a video of himself dancing with Senator Chuck Schumer at a concert drew significant backlash. The timing of the video, which appeared during the tumultuous U.S. withdrawal from Afghanistan, was met with criticism on social media. Viewers expressed outrage at the carefree display of revelry while American citizens were stranded. The juxtaposition of their joyous dancing against the backdrop of a serious crisis highlighted Colbert’s struggle to balance humor and current events.
Social media users illustrated the divide in public opinion regarding the appropriateness of Colbert’s lighthearted antics during a moment of national distress. One commenter poignantly remarked, “Life is good for our blue elite while thousands of Americans are stranded behind enemy lines.” This sentiment resonated widely among critics, revealing a disconnect between Colbert’s comedic style and the gravity of the political landscape.
Colbert did not shy away from celebrating former President Joe Biden’s victory in 2020. His exuberant response on his first show following the electoral win featured him pouring champagne, declaring, “Ladies and gentlemen, Joe Biden did it! He’s our next president!” His joy contrasted sharply with the somber mood that engulfed Colbert’s reaction to Trump’s 2016 election win, where he visibly struggled to mask his disappointment. He stated on that fateful night, “I can’t put a happy face on that, and that’s my job.”
In March 2024, Colbert lent his celebrity status to Biden’s re-election campaign by hosting a lavish fundraiser in New York City that raised over $26 million. The event was a gathering of high-profile Democratic figures, including former Presidents Obama and Clinton. Colbert moderated discussions among the powerful trio, embracing the role of political influencer. The prices for attendance reflected the elite nature of the event, with tickets costing a minimum of $250 and exclusive photo opportunities ranging up to $100,000.
The evening gained notable media acclaim, with outlets praising Colbert’s ability to elicit laughter while discussing serious issues. An article in a prestigious magazine characterized his questions during the event as “delightfully mordant,” showcasing his unique blend of comedy and political discourse.
Colbert’s approach during the COVID-19 pandemic also drew mixed responses. While he recognize the dire situation, he produced quirky skits featuring animated syringes singing songs advocating for vaccinations. Some viewers found this innovative take appealing, while others felt it crossed a line into poor taste. His live skit featuring dancers dressed as vaccines elicited criticism, painting Colbert’s attempts at pandemic-related humor in a controversial light.
A memorable moment occurred during Colbert’s show when Jon Stewart introduced a debate on the pandemic’s origins. Stewart’s take on the lab-leak theory startled Colbert, who initially seemed uncomfortable. The exchange highlighted the tensions in their dialogue about serious topics, showcasing Colbert’s sometimes precarious position as a comedian navigating heavy social issues.
Despite his comedic prowess, Colbert faced fallout for his perceived alignment with liberal talking points. Critics labeled him as a “reliable sycophant” for the Democratic party, a designation that frames Colbert’s unique intersection of entertainment and partisanship. His decision to engage with political topics deeply reflects the evolving nature of late-night television as a platform for political commentary.
Colbert’s tenure on The Late Show exemplifies the blending of comedy and politics in contemporary media. While he has achieved immense popularity and critical acclaim, the paths he chose drew both admiration and criticism. This ongoing conversation about the role of entertainment in political discourse prompts audiences to consider how humor can influence, reflect, or even shape the political landscape.