All the Times David Letterman Has Interviewed Donald Trump Through the Years

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David Letterman may have kept a low public profile since retiring from late-night TV in 2015, but that doesn’t mean he isn’t as transfixed by Donald Trump as the rest of us.

The retired host has interviewed Trump dozens of times on his show over the years, but says he never thought the real-estate mogul would actually make a run for president. But the signs were there, and as it turns out, Trump didn’t sound too different on Letterman’s show from how he did during the 2016 election.

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Watch All the Times David Letterman Interviewed Trump