177 Mark Malkoff Loves Johnny Carson, So Did Everyone Else, So He Wrote A Book About It
Episode 177 – Friends of the Show with a Surprise Visit from Mark Malkoff!In this fun-filled “Friends of the Show” edition of The Letterman Podcast, Mike is joined by returning favorites Darin Cox, Allison Lips, and Adam Unger—but this roundtable takes an exciting turn when a very special surprise guest drops in: the mighty Mark Malkoff!Mark—host of The Carson Podcast, celebrated stand-up, and author of the upcoming book Love Johnny Carson (coming October 2025)—joins the conversation and brings his signature insight and passion for all things late night. The panel dives into Mark’s latest work and the legacy of Johnny Carson, while also exploring the ever-evolving landscape of late night TV.Inspired by a recent LateNighter.com article discussing dream guests for My Next Guest Needs No Introduction with David Letterman, the group shares their own ideal picks and discusses the cultural footprint of Dave’s Netflix series.As always:•our only sponsor, Hello-Deli.com — the only place to get official Late Show with David Letterman merchandise, courtesy of the one and only Rupert Jee. Seriously, it’s all we’ve got!Please like, share, subscribe, and leave a glowing comment… or a mediocre one. (We’ll still print it and hang it on the fridge.)
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176 How Dan Cashman Booked David Letterman As His Final Guest
Episode 176 of The Letterman Podcast features a very special guest: Dan Cashman, host of The Nite Show with Dan Cashman — a regional late-night institution in Maine that has welcomed thousands of guests over its remarkable run… including, most recently, David Letterman himself.Mike and Dan dive deep into the origins of The Nite Show, reflecting on the early days, its evolution, and the incredible team Dan has worked with over the years to keep the show thriving. Along the way, Dan shares stories of notable guests, behind-the-scenes triumphs and challenges, and the unique flavor of producing a late-night show in Maine that still embodies the traditional spirit of the genre.Of course, the conversation reaches its apex as Dan recounts the lead-up to — and the unforgettable experience of — hosting David Letterman as his final guest. From how it came together to what Dave was like off-camera, Dan generously shares a treasure trove of insights, making this a must-listen for any Letterman fan.⸻Before we go…• Don’t forget to swing by our good friends at Hello-Deli.com — the only sandwich shop in history that also happens to be the exclusive home of official Late Show with David Letterman merch. Rupert Jee’s got mugs, shirts, and more… and if you’re nice, maybe even a smile.• If you’ve enjoyed this episode, please like, share, subscribe, and leave us a kind comment. Or leave a sarcastic one — we’re not picky. Just engage in some way so we can trick the algorithm into thinking we’re a big deal.
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175 Rupert and Steve and Irene's Summer Vacation
Episode 175 of The Letterman Podcast is our quintessential summer vacation episode — and we mean that literally and hilariously.While spending time at Irene Hoffman’s stunning generational property by the sea in Greece, three beloved friends of the show — Rupert Jee, Irene Hoffman, and Steve Young — decided that a Letterman Podcast must be done. And what a delightful episode it turned out to be!Mike connects with the gang as they recount their Mediterranean adventure, including highlights of their trip, the laughter they shared, and the creative magic that struck while they were basking in Grecian sunshine. Steve, known as one of the all-time great writers from Late Show with David Letterman, continues to evolve as a brilliant and absurd performer, and this scenic getaway only amplified his creative genius.This is a relaxed, joyful, and thoroughly entertaining installment that reminds us how the Letterman family keeps finding ways to surprise and inspire — even halfway across the world.This episode is brought to you by our only sponsor — the legendary Hello-Deli.com — the one-stop shop for official Late Show with David Letterman merchandise, run by the one and only Rupert Jee.If you enjoyed this episode, we’d love it if you’d like, share, subscribe, and leave a positive comment. We know there are a million podcasts out there, but only one has this kind of beautiful nonsense — and only one of us is still paying off the Greek yogurt bar tab from this recording. Opa!
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174 The State of Late Night With Daily Comedy News Podcast Host Johnny Mac
Episode 174 of The Letterman Podcast features the triumphant return of Johnny Mac, host of the Daily Comedy News podcast.In this special mashup episode, two late-night–loving forces collide as Johnny and Mike dive deep into the current state of the genre. With Stephen Colbert’s exit looming large and a whirlwind of speculation sweeping through the comedy world, there’s no shortage of hot topics to unpack.The conversation includes thoughtful (and occasionally hilarious) takes on the future of every major late-night host, a look back at recently resurfaced comments from Jay Leno, and of course, some insight into David Letterman’s reaction to the latest chaos.This isn’t about one show — it’s about an entire genre seemingly slipping through our collective fingers. Speaking of icons, our only sponsor is the legendary Rupert Jee at Hello-Deli.com. Get your official Late Show with David Letterman merch while you still can — mugs, shirts, and a slice of nostalgia. And if you’re enjoying the show even half as much as we enjoy making it, please like, share, subscribe, and leave a glowing review. Or a mediocre one. Honestly, at this point we’ll take anything with punctuation.
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173 Former Letterman Uber Producer Robert Morton Weighs In On Colbert And More!
Episode 173 of The Letterman Podcast is a spontaneous mashup for the ages!Mike was about to appear on The Alex Bennett Program when his phone rang. On the other end? None other than former Late Show with David Letterman executive producer Robert “Morty” Morton. When Mike told him what he was about to do, Morty asked, “Can I join?” — and just like that, this one became too big for just one show.What followed was a spirited, thoughtful, and wildly entertaining three-way conversation. Alex and Mike both asked Morton about his time working with Letterman, as well as his take on current events — including expert insight on the unfolding situation at CBS and Stephen Colbert’s future at The Late Show.The spontaneity made it even more special, and we’re thrilled to share this unique crossover experience with our audience.And speaking of legendary institutions, don’t forget to visit Hello-Deli.com — still the only place on the internet to grab official Late Show with David Letterman merchandise, proudly run by Rupert Jee himself!If you enjoy the show, we’d be thrilled if you’d like, share, subscribe, and leave a positive comment. We’re just a humble podcast built on passion, nostalgia, and self-deprecating charm — so help us keep the magic alive!
This podcast celebrates the incredible body of work done by broadcast legend David Letterman and Company. On the show we highlight folks who worked for Dave or were a part of any of his shows productions, people who had an encounter with one of his shows, or are enthusiasts with relevant discussion points or memories pertaining to any of Letterman's productions or endeavors. The Podcast does not focus on anything gossipy or salacious; instead it is meant to be a living record of the unprecedented catalog of content Dave & Co created. All Letterman fans are welcome to gather in this community.
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