Episode 133 of The Letterman Podcast features the return of Mike’s lovely wife, Candace Chisholm, as his guest. The two discuss the recent episode of My Next Guest Needs No Introduction with David Letterman, featuring the very special guest, John Mulaney. They also delve into the legacy of legendary entertainment manager Jack Rollins and recount the rest of Mike’s trip to California, including his visit to Jimmy Kimmel Live and his amazing trek through the California desert mountains to visit his good friends, J and Nicole Ryan at Good Vibes Breakfast Club at Newcom’s Ranch. Mike and Candace have a fantastic conversation, offering insights and stories that will delight any fan of late-night television. The Letterman Podcast is proudly sponsored by hello-deli.com, the one-stop shop for official Late Show with David Letterman merchandise. Visit Rupert Jee’s iconic Hello Deli online store and snag some unique souvenirs. Like what you see? Smash that like button, share the hilarity with your pals, subscribe for more legendary content, and drop some love in the comments. Your support is the secret sauce that keeps this show sizzling!

Episode 132 of The Letterman Podcast features the delightful Shannon Eis, who appeared on Late Show with David Letterman 19 times between 2003 and 2014 in a recurring segment showcasing upcoming toys for both the holiday and summer seasons. Shannon is delightful, insightful, and a communicator at the highest level. Shannon and Mike dive deep into how she accidentally got into the study of play as a career, which led to her numerous appearances on Late Show. She shares behind-the-scenes stories of her experiences on the show and expresses gratitude for the friends she made among the staff along the way. Shannon also lovingly talks about how much fun it was having the legendary David Letterman reacting off-the-cuff to her insights and the toys featured on the show. Additionally, Shannon opens up about a very personal health challenge she faced and how one special appearance on Late Show aided her in her healing journey. The Letterman Podcast is proudly sponsored by hello-deli.com, where you can find official Late Show with David Letterman merchandise. Rupert Jee, the beloved proprietor, continues to keep the spirit of Late Show alive selling this iconic memorabilia. Visiting Hello-Deli.com is like taking a nostalgic trip back to the golden era of late-night TV, and websites alike. If you enjoy trips down memory lane, obscure references, and mildly amusing content, please like, share, subscribe, and leave a positive comment for The Letterman Podcast. Do it for the algorithms. Do it for humanity. Do it because the internet told you to.

Episode 131 of The Letterman Podcast takes you on a journey through day three of our Hollywood adventure. Mike’s wife, Candace, joins him as they recount the Wednesday of his trip, which included a breakfast with the legendary Robert Morton, an incredibly moving and unexpected moment at the iconic Comedy Store, and hanging out with Late Night bumpers author and former Letterman photographer, Marc Karzen. The day culminated in seeing David Letterman live once again at the Ricardo Montalbán Theatre, where he interviewed Tim Robinson, alongside former Letterman writer, Donick Cary. As always, we owe a big shoutout to our sponsor, hello-deli.com, the premier destination for official Late Show with David Letterman merchandise. Run by the legendary Rupert Jee, it’s your one-stop shop for all things Late Show. Don’t forget to like, share, subscribe, and leave a positive comment for The Letterman Podcast. Your support keeps us going and we love hearing your feedback. So, hit that button, spread the word, and help us keep the late-night legacy alive!

Episode 130 of The Letterman Podcast features Brian Cimino, a true utility player for the Late Show with David Letterman. What’s a utility? You gotta watch the episode to find out! Brian and Mike have an awesome conversation about his time at the show from 2003 all the way to the end, and his ongoing career at the Late Show with Stephen Colbert to this day. Brian shares delightful stories about Paul McCartney, Alan Kalter, Dave beating on poor camera 2 with a hand microphone, and many other memorable moments. As always, The Letterman Podcast is proudly sponsored by hello-deli.com, the only place to get official Late Show with David Letterman merchandise, run by the legendary Rupert Jee himself. Don’t just sit there—like, share, and subscribe to The Letterman Podcast! And if you don’t, we’ll send Dave to your house to “fix” your camera.

Episode 129 of The Letterman Podcast is the continuation of our journey down to Hollywood, California. This is Hollywood Day Two, a day full of fellowship with Letterman alumni, a reunion with J Ryan and his wife, Nicole, and Mike being the special guest for the taping of the season premiere of Frasier. Our episode starts off with Mike visiting former monologue writer for Late Show with David Letterman, Gabe Abelson. Gabe takes Mike on a tour of many of the artifacts he kept from Late Show, including awards, props, and mementos from the show, and a giant pile of cue cards that were used in dozens of Late Show monologues. He and Mike discuss and deconstruct the process of building the monologue for David Letterman. Gabe also gives Mike a very cool souvenir. After that, Mike visits J and Nicole Ryan, and they have a heartfelt reunion, receiving more incredible gifts to The Letterman Podcast from one of our favorite friends. Finally, Mike makes his way to the Paramount Lot, where in Stage 18, executive producer and former Letterman writer Chris Harris allowed Mike to show up as his very special guest for the season two premiere of Frasier. As with our first recap, the lovely Candace Chisholm joins Mike to recount these and many more stories of Day Two of The Letterman Podcast trip to Hollywood. A special thank you to our sponsor, hello-deli.com, the only place to get official Late Show with David Letterman merchandise, run by the legendary Rupert Jee. Like, share, and subscribe to The Letterman Podcast! Leave a positive comment to keep the good vibes going—because let’s face it, we need all the help we can get to keep this thing afloat!

Episode 128 of The Letterman Podcast features Hillary Rollins, daughter of the legendary Hollywood manager Jack Rollins.

In this episode, Mike sits down with Hillary to discuss her father’s remarkable career and his profound influence on the world of comedy and entertainment. Jack Rollins managed and produced for some of the most iconic comedians in history, including Woody Allen, Robin Williams, and of course, David Letterman.

Hillary shares personal stories and insights about her father’s legacy, his work with Letterman, and how he helped shape the landscape of late-night television. They also discuss how invested she was in the comedy world in New York growing up due to her father’s influence. Plus, they tease an upcoming project being worked on as a tribute to Jack Rollins.

This episode is brought to you by hello-deli.com, the only source for official Late Show with David Letterman merchandise, run by the legendary Rupert Jee.

Please be sure to like, share, and subscribe to The Letterman Podcast! Leave us a positive comment too—your support helps us keep the show going. And if you don’t, we’ll be forced to find a new job… maybe as comedy writers?

Episode 127 of The Letterman Podcast features the return of Mark Malkoff, founder and host of over 400 episodes of The Carson Podcast. Mark is now launching his new show, Inside Late Night, sponsored by latenighter.com. Mark and Mike have a tremendous catch-up, effortlessly navigating through all aspects of late-night television, past and present, with a particular focus on Letterman. Sponsors: As always, we are proudly sponsored by hello-deli.com, your only source for official Late Show with David Letterman merchandise, run by the legendary Rupert Jee. Call to Action, Cap'n: If you haven’t already, subscribe to The Letterman Podcast and leave a positive comment. Or don’t. We’re not your boss. But it would be nice. #LettermanPodcast #MarkMalkoff #LateNightTV #DavidLetterman #TheCarsonPodcast #InsideLateNight #latenighter #ComedyLegends #TVHistory #LateShow #JohnnyCarson #TalkShowHosts #ComedyGold #PodcastLife #TelevisionHistory #RupertJee #HelloDeli #MikeChisholm #SubscribeNow #PodcastRecommendations #ComedyFans #LettermanFans #TVNostalgia #ClassicTV #BehindTheScenes #TelevisionIcons #LateNightLegends

Episode 126 of The Letterman Podcast features the delightful and bubbly Candace Chisholm, Mike’s wife, who joins us to ask Mike about his trip to Hollywood to see David Letterman perform at the Netflix Is a Joke Comedy Festival. This episode focuses on the first time Mike saw Dave during the trip, where Dave was interviewing comedian Nate Bargatze, his fun meeting with Jon Beckerman, and the journey down to California from Canada in Mike’s trusty Bronco, Scout. As always, The Letterman Podcast is proudly brought to you by hello-deli.com, the only place to get official Late Show with David Letterman merchandise, operated by the legendary Rupert Jee. If you enjoy the show, please like, share, subscribe, and leave positive comments. Your support helps us keep the memories and laughter alive!