David Letterman responded too Donald Trump‘s recent attacks on his intelligence and humor with a pointed retort: a clip from a 1992 appearance Trump made on Late Night with David Letterman. Trump,following a Truth Social post deriding Letterman as “very dumb” and his show as “terrible,” was met with a resurfaced segment showcasing Letterman’s comedic skewering of the then-real estate mogul.
The exchange underscores a decades-long dynamic between the two figures and arrives amid heightened political tensions as the 2024 election cycle intensifies. Trump’s escalating rhetoric against media personalities and perceived critics, coupled with Letterman’s willingness to challenge him, reflects a broader struggle over public discourse and the role of satire in holding power accountable. The incident highlights the enduring relevance of late-night comedy as a platform for political commentary and the ongoing friction between Trump and those who challenge his narrative.
Letterman shared the 1992 clip on X, formerly Twitter, with the caption, “Well, this is awkward.” The segment features Letterman repeatedly asking Trump about his potential presidential run, prompting increasingly evasive and frustrated responses.
“He’s a smart man and a funny and powerful and just word perfect. … Jimmy really went to work and I thought, in a pretty bleak landscape, his presentation offered a bit of hope,” Letterman said, referencing Jimmy kimmel’s recent monologue about Trump.
He urged Americans to take action against Trump now, rather than waiting for the upcoming midterm elections.
