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

By

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.

Watch Now

  1. Homeland: In Memoriam
  2. The Best Video Games for Non-Gamers to Play in Quarantine
  3. An Ode to Alexis and David’s Constant Bickering on Schitt’s Creek
  4. Ruth Langmore’s Most Iconic Lines on Ozark
  5. Don’t Watch These Movies If Quarantine Is Driving You Crazy
  6. Why Are People Watching Pandemic Movies Right Now?
  7. Gloria Steinem Describes New York Magazine As ‘Heaven’
  8. The Circle’s Joey Sasso Shares Some Very Helpful Instagram Tips
  9. The Go-Go’s Dish On the Music Industry and the Billboard Awards
  10. Scare Me Is the Only Retirement Plan Josh Ruben Has Now
  11. Kali Uchis, Wilmer Valderrama, and the Rest of Blast Beat Tell Us What’s Metal
  12. Julia Louis-Dreyfus, Will Ferrell, and Everyone Else From Downhill Go Shoeless
  13. Mila Kunis Reveals Glenn Close Is a Professional Emoji-er
  14. Andy Samberg, Camila Mendes, and Cristin Milioti Try to Spoil Palm Springs
  15. Could Rachel Brosnahan Be a Spy?
  16. The Cast and Creator of Bad Hair Decide Which Hair Is Definitely Haunted
  17. Miss Americana Did Have to Leave Out Some Taylor Swift Details
  18. All the Humble, Normal Men Have Returned to Streaming
  19. Dogs Review Cats
  20. All of These Film Franchises Take Place Solely on Earth
Watch All the Times David Letterman Interviewed Trump