Mar. 16, 2025
David Lettermanisn’t shying away from sharing his opinions about PresidentDonald Trump.
During an interview onThe Hollywood Reporter‘sAwards Chatterpodcast, the 72-year old former late-night host reflected on his past interviews with Trump while onLate Night with David LettermanandLate Show with David Letterman.
The outlet reports that Trump, now 72, appeared on Letterman’s various late-night talk shows more than 30 times.
“More than 30?” Letterman asked. “Wow! You’re welcome, America.”
Evan Agostini/Invision/AP/Shutterstock; Shutterstock
Mar. 16, 2025
David Lettermansays he once fielded a phone call from an infuriatedQuentin Tarantino.
“I’m pretending that I’m stunned that this glorious movie star is dating this little ‘squirrelly guy,'” said Letterman, poking fun at Tarantino’s persona.
“Two days later, my assistant gets a call,” he continued. “She says to him, ‘Oh yes, Mr. Tarantino,’ and as all assistant do, they say, ‘May I ask what this is in regard to?’ And he said, ‘Oh, nothing, just to say hello.
Mar. 16, 2025
David Letterman Learns How to be a Grocery Store Employee.Photo:David Letterman/ Instagram
David Letterman/ Instagram
David Lettermanjust proved he’s better at dishing out jokes than stocking grocery store shelves.
“I spent a considerable amount of my life in a grocery store in Indianapolis. And it was the last of the singular independent owned grocery stores, and I loved it and if I can give something back to the marketing community, I would like to do that,” he started out the video, and then joked, “But I don’t have all day, of course.
Mar. 16, 2025
David Lettermanhas made his way back to hisLate Nightroots.
Added Letterman, “We all thought, ‘Television is the way television is because we’re not there yet. When we get to television it’ll be fine.’ We were wrong about that and many, many other things.”
Letterman’s morning show was on-air for a mere six weeks before its cancelation in 1980. Because of that, the comedian “had to go to the end of the line” and it “seemed like an eternity” before he would be given a second chance with theLate Nightgig.
Mar. 16, 2025
Photo:Scott Kowalchyk/CBS
Scott Kowalchyk/CBS
David Lettermanreturned to his roots on Monday night.
The comedian, 76, was back in the Ed Sullivan Theater in New York City, for what marked his first appearance onTheLate Showsince he exited as host either years ago.
Taking the stage to sit down with successorStephen Colbert, Letterman received a minute-long standing ovation from the audience.
“Thank you very much Dave," Colbert, 59, responded.
Letterman went on to offer a birthday shoutout to his wife, Regina Lasko, before he and Colbert discussed the “strange job” of hosting a late night television show, including their favorite hiding spots in the theater.