Fact Check: Jon Stewart Did NOT Joke About Karoline Leavitt's Brain 'Missing Makeup' To Her Face On TV

Fact Check

  • by: Uliana Malashenko
Fact Check: Jon Stewart Did NOT Joke About Karoline Leavitt's Brain 'Missing Makeup' To Her Face On TV No Such Joke

Did "The Daily Show" host Jon Stewart invite White House Press Secretary Karoline Leavitt as a guest and tell her that her "brain missed makeup" on TV? No, that's not true: Lead Stories found no evidence confirming such a comment. No news reports and no "Daily Show" episodes reviewed by Lead Stories contained the purported joke.

The claim appeared in a post (archived here) published on Facebook on August 17, 2025. It read:

'YOUR BRAIN MISSED MAKEUP': Jon Stewart's Savage Joke Sends Karoline Leavitt Into a Public Spiral on Live TV!

On Jon Stewart's highly-anticipated new show, a single, perfectly-timed joke shattered the atmosphere. Karoline Leavitt, the guest, was the target--and Stewart's words were as sharp as they were sudden:

'Your brain missed makeup.'

The joke landed like a bombshell, and Karoline Leavitt's reaction was immediate--flustered, incoherent, and clearly spiraling. Viewers watched in stunned silence as she struggled to regain her composure on live television, unable to recover from the unexpected burn.

What followed was one of the most awkward moments of Leavitt's career. Her response, which has now gone viral, has been described as painfully cringe-worthy. The internet has exploded, with memes and commentary flooding social media.

Karoline Leavitt's public disintegration is now being hailed as one of the most excruciatingly awkward moments ever seen on live television. What exactly happened that sent her spiraling out of control?

Details in comment👇👇

This is what the post looked like on Facebook at the time of writing:

Screenshot 2025-08-21 at 9.45.16 AM.png

(Source: screenshot of a post by the Maddow-Grooves account on Facebook.com)

The comment section contained an article (archived here) published two days earlier. In its telling, the purported verbatim quote sounded a little different: "It seems like your talking points went to hair and makeup, but your brain missed the appointment."

Yet, searches across Google (archived here) and Yahoo for the keywords that included both versions of the supposed joke did not show credible news reports confirming the incident.

The same article contained a collage pointing to a different episode of "The Daily Show":

Screenshot 2025-08-21 at 10.11.55 AM.png

(Source: screenshot of an article on us.feji.io)

The episode containing a reference to Leavitt's cross was aired on June 2, 2025. The same footage was also uploaded to the show's YouTube channel, where the fragment mentioning the White House press secretary begins at the 18:24 mark (archived here).

A little later, at the 20:52 mark, Jon Stewart said, looking at the image of Leavitt:

I think the more she lies, the bigger her cross gets. Is that possible? It's like some sort of weird Pinocchio cross.

As Stewart proceeds to say that 'the president can't be bought,' Leavitt's cross gets digitally enlarged.

Screenshot 2025-08-21 at 1.03.06 PM.png

(Source: screenshot of the "Daily Show" account on YouTube.com)

A Lead Stories reporter watched that episode in its entirety and can confirm: The White House press secretary wasn't a guest on it, and the joke about her brain "missing makeup" wasn't aired on June 2, 2025.

The earliest instance of the claim's publication found by Lead Stories goes back to August 3, 2025, when it appeared on an obscure website that has since deleted the article:

Screenshot 2025-08-21 at 12.48.49 PM.png

(Source: screenshot of the Google search results page)

"The Daily Show" is hosted by a rotating set of comedians. As of this writing, the most recent episode anchored by Jon Stewart aired on July 28, 2025. A Lead Stories reporter watched its full version, too: Neither was Leavitt a guest on that episode, nor was the joke in question part of it -- Stewart made no mention of the White House press secretary at all.

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  Uliana Malashenko

Uliana Malashenko joined Lead Stories as a freelance fact checking reporter in March 2022. Since then, she has investigated viral claims about U.S. elections and international conflicts in Gaza and Ukraine, among many other things. Before Lead Stories she spent over a decade working in broadcast and digital journalism, specializing in covering breaking news and politics. She is based in New York.

Read more about or contact Uliana Malashenko

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