David Letterman’s trademark blend of sarcasm, honesty, and oddly poetic introspection is on full display as he reflects on life beyond late-night television. Freed from the relentless pace of nightly broadcasts, Letterman speaks about rediscovering curiosity, family time, and the joy of creating at his own speed.
The conversation turns unexpectedly hilarious when he discusses self-driving cars—equal parts fascinated and terrified. His skepticism feels classic Letterman: sharp, self-aware, and delivered with a deadpan punchline. The bit evolves into a broader reflection on how technology reshapes human behavior, often faster than anyone can comfortably adapt.
And then there’s the hugging issue. Letterman openly admits he is, and likely always will be, a “terrible hugger.” The self-deprecating humor, combined with sincere attempts to explain his discomfort, makes it one of the segment’s highlights.
Thoughtful, funny, and unmistakably Letterman—perfect warm-up for a reflective movie night.
Watch more on Jimmy Kimmel Live
