
David Letterman
Risk 79Television host
The gap-toothed king of late-night spent 33 years perfecting the art of making celebrities uncomfortable from behind a desk, hosting a staggering 6,080 episodes and outlasting even his idol Johnny Carson as America's longest-serving talk show host. These days, Letterman's traded the suit for a hermit-chic beard that would make a mountain prophet jealous, occasionally emerging from retirement to grill world leaders on his Netflix show. At 78, he's living proof that sardonic wit ages like fine wine—though his ticker did require a quintuple bypass back in 2000. (89 words, 3 sentences)
Risk Analysis
Entertainment-only risk assessment based on various factors
About David Letterman
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