
Jimmy Kimmel continues to establish his late-night character by poking fun at President Trump, and during this year’s Creative Arts Emmys, he maintained this pattern without accepting any labels as a defender of democracy. While his off-stage comments may have seemed dismissive, on stage, he displayed the same self-assured smugness that has characterized his political commentary during Emmy nights for quite some time.
A “Little Poke” at Trump
Following his fourth Emmy win, awarded for hosting ‘Who Wants to Be a Millionaire?’ (a show that has seen a decline in viewership), Kimmel was questioned by journalists if his Trump humor serves as a safeguard of democracy. His answer was revealing.

He expressed that those thoughts are quite weighty, and usually, he finds himself dismissing them. In essence, what he’s doing isn’t about safeguarding democracy per se; instead, he’s giving this person a gentle nudge, which he believes they deserve, and he takes pleasure in it, hoping others might find enjoyment from it as well.
Instead of showing humility, Kimmel relished the opportunity to mock the current president – a habit he seems to enjoy, as shown by his characteristic smirk. It was more about entertaining himself and others, rather than upholding honesty or values.
Sticking With Colbert
Kimmel continued to show strong backing for Stephen Colbert following the end of “The Late Show” by CBS. To emphasize his stance, he went as far as buying a billboard in Los Angeles that read: “I’m voting for Stephen”, encouraging Emmy voters to choose him instead of himself.
Upon noticing my presence on Truth Social, President Trump subtly suggested that I could be the next one to face dismissal. As a man of humor, I found it hard to resist and responded with more jestful banter.
Ah, you seem like a fragile, plump teacup, have I unintentionally offended you?” This remark was made by Kimmel, who has been known to become emotional after election results he didn’t favor. “It appeared that you opposed the cancel culture movement.

The reply reveals the strategy Kimmel employs: he swiftly disregards the “protecting democracy” title and then unabashedly highlights his role as Trump’s late-night adversary instead.
Hollow Tribute
In a surprising display of genuine emotion, Kimmel took a moment to honor Regis Philbin, the inaugural host of the game show “Millionaire,” during his award acceptance speech. However, this sincerity was overshadowed by news headlines about his jokes and political commentary related to Trump. Unfortunately, at an occasion intended to highlight television’s finest, the focus once again shifted towards Kimmel and Trump’s ongoing rivalry.
The Future of Kimmel’s Show
Regarding “Jimmy Kimmel Live!”, even with another Emmy victory under its belt, the show’s future remains unclear. Although Jimmy Kimmel’s contract extends to 2026, the host frequently contemplates the idea of retiring from the show.

ratings have yet to reach the levels they once had, and since a significant portion of his speech consists of political rants, many viewers are now choosing to disengage.
The Takeaway
Kimmel might argue that he’s not championing democracy, but his self-satisfied smile reveals his enjoyment at being perceived as a thorn in Trump’s side. This stance has garnered him appreciation within Hollywood, yet it hasn’t expanded his following much.
Kimmel claims he’s not championing democracy, but his self-satisfied grin suggests he enjoys being seen as a nuisance to Trump. This approach might win him applause from Hollywood, but it doesn’t seem to be expanding his audience significantly.

It’s not surprising that viewers are losing interest when award ceremonies shift their focus from entertainment towards political matters. The way Jimmy Kimmel handled the Emmys in 2025, in particular, illustrates why late-night programming may be becoming less relevant.
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2025-09-10 16:58