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The Letterman Podcast

Mike Chisholm

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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 unpreced ...
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This week, we are thrilled to welcome legendary comedy manager Rory Rosegarten to the show. For over four decades, Rory has been guiding the careers of some of the greatest stand-up comics in the world, including Robert Klein, Ray Romano, Brian Regan, Tom Green, and many others.Rory’s influence reaches far and wide. From helping his clients land sp…
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This episode is the thrilling conclusion to our first Friends of the Show series. Featuring an incredible lineup—prolific Letterman comedy writer Steve Young, OG Late Night with David Letterman writer Steve Winer, official Warren Zevon historian Adam Unger, TV historian Allison Lips, and Darin Cox, co-host of the Irritable Dad Syndrome podcast and …
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Today’s episode kicks off a new series we’re calling Friends of the Show. In this premiere, Mike is joined by a stellar panel for an epic roundtable discussion that became so lively it had to be split into two episodes!Joining Mike are Letterman legend and prolific comedy writer Steve Young, original Late Night with David Letterman writer Steve Win…
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Episode 150 of The Letterman Podcast celebrates a special guest and a pivotal moment in late-night history with Alex Hazard. Alex started as an intern during the final chapter of Late Show with David Letterman, a role that ultimately led to a full-time position in the audience coordination department. For Alex, his time at the Ed Sullivan Theater w…
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This episode of The Letterman Podcast features Chris DeLuca, the mastermind behind the brilliant Talking Trump: The American Emperor Aftershow podcast. Chris shares his wealth of late-night experience, having worked on Late Night with Conan O’Brien, where he even escorted David Letterman back to the late-night studio for his first appearance after …
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This episode marks the return of one of the most prolific Letterman writers of all time, Steve Young! Mike and Steve catch up to chat about Steve’s latest musical project, Broken Heart Insurance, a hilarious and clever EP available across all streaming services and YouTube.Beyond that, they dive into a nearly existential conversation about the stat…
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This week’s guest is John Moran, a broadcasting veteran with over four decades of experience at the highest level.For Late Show with David Letterman, John was the guy who handed Dave the microphone during the preshow Q&A, but that’s just one small part of his fascinating career. Mike and John dive into an amazing conversation that covers John’s jou…
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Today’s episode highlights a beloved segment of the Letterman mythos we’ve been wanting to explore for quite some time… Stupid Pet Tricks!Our guest is none other than Ben Zelevansky, who coordinated this legendary segment for Late Show with David Letterman. An actor, writer, and more, Ben’s career in show business kicked off during his formative ye…
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Episode 145: George RothweilerThis week’s guest is George Rothweiler, an Emmy-winning camera operator who worked for CBS for over 40 years, including the entire 22-year run of Late Show with David Letterman.George and Mike have an expansive conversation about his journey into the world of television, how he climbed the ranks to cover high-profile s…
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This episode features the return of television historian and friend of the show, Allison Lips.Mike and Allison, who often have long, in-depth conversations outside of the podcast, bring that dynamic to this episode. The original idea was to focus on My Next Guest Needs No Introduction with David Letterman, and while they definitely dive into that, …
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This episode features Francesca Rollins, the youngest daughter of legendary showbiz manager Jack Rollins.Mike and Francesca have a fantastic conversation about how 30 Rockefeller Center, home to Saturday Night Live and Late Night with David Letterman, served as the backdrop for her high school and college years.They delve into stories of staffers s…
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Episode 142 of The Letterman Podcast This episode takes a different tone as we memorialize Nicole Ryan, a cherished friend and an integral part of The Letterman Podcast community from the very beginning, who recently passed away after a courageous battle with MS. In this deeply personal conversation, Nicole’s husband and frequent guest on our show,…
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This week’s guest is an amazing broadcaster from Houston, Texas, Brad Gilmore. Brad is the host of The Back to the Future Podcast and The Collection, where he has interviewed late-night television icons and gigantic stars, including Kevin Costner and Gary Oldman. He also co-hosts a nationally syndicated radio show on ESPN with wrestling superstar B…
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This week’s guest on The Letterman Podcast is Zoran Zgonc, whose career in television has taken him through many roles, including his most recent position as Vice President for Development at Migilla Entertainment.Zoran’s journey began with a dream job—working for his comedy hero as a researcher for Late Show with David Letterman. He and Mike have …
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This week’s guest is Indiana’s own Hugh Fink, an Emmy Award-winning writer for Saturday Night Live, stand-up comic who appeared on Late Show with David Letterman four times, and current Harvard University faculty member, where he teaches comedy sketch writing. Hugh also offers personal coaching for comedy writers and performers. He is also head wri…
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This week’s guest features Eileen O'Brien, who has an impressive background in show business and film festivals, and she’s also known for her work with Kevin Kay and his team at 30 Rock in the mid-80s, creating cue cards for some of the most iconic shows on television.Eileen is the subject of the short documentary Cue Card Girl, which can be found …
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Episode 137 of The Letterman Podcast is a special one as our guest this week is none other than Anton Fig, who was the drummer for the World’s Most Dangerous Band and the CBS Orchestra for 29 years. Anton and Mike have a fantastic conversation about his time on the show and his life outside of it. They discuss various projects he was part of, such …
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This week’s guest is the host of the Daily Comedy News podcast, Johnny Mack. Johnny, whose full name is John McDermott, is a veteran in broadcasting whose career has spanned decades both in the studio and behind the scenes. After his lengthy time in terrestrial radio, John was brought on board Sirius Satellite Radio during its infancy and was given…
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This week’s guest is Nick Prueher. For five years, Nick worked in the research department for Late Show with David Letterman, eventually becoming head researcher and a segment producer. Those years were filled with many interesting adventures working for the legendary broadcaster. In this episode, Nick and Mike scratch the surface of those adventur…
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Episode 134 of The Letterman Podcast features Chris Schieman, host of the mildly successful show There’s Too Many Podcasts, which Mike recently guested on. Chris, a broadcaster from the Midwest heavily influenced by David Letterman, and Mike have a very personal and fun conversation about Letterman’s influence on today’s broadcasters and how the in…
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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 th…
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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 ho…
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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 bumpe…
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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 …
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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 form…
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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 i…
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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, w…
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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,…
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🎙️ Episode 125 of The Letterman Podcast welcomes back J Ryan, the charismatic host of Late Night Playset. J and Mike are longtime friends, and their lively banter makes for an engaging episode. 😄 🎬 J shares a hilarious tale from his past, recounting his daring escapades as a fake intern on Late Show with David Letterman. His close call at the Ed Su…
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Episode 124 of The Letterman Podcast features the incredibly talented bass player, Will Lee. Will is returning to The Letterman Podcast after his iconic run on both "Late Night with David Letterman" and "The Late Show with David Letterman." In this episode, Will joins Mike for a lively conversation about his experiences and memories from his time o…
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🎙️ Episode 123 of The Letterman Podcast features the return of our good friend, Scott Ryan. Among his many books, Scott wrote “The Last Days of Letterman,” chronicling the final six weeks of David Letterman’s legendary late-night run. He’s also penned oral histories on “30 Something” and “Moonlighting,” multiple books about David Lynch and Twin Pea…
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Join us for a special two-year anniversary celebration of The Letterman Podcast! This episode is dedicated to every guest who has generously shared their time, everyone who has contributed behind-the-scenes, and our incredible viewers and listeners who have embraced us as we stumble forward. In this milestone episode, we’re honored to welcome Helen…
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Get ready for an enlightening conversation on Episode 121 of The Letterman Podcast, featuring television historian Allison Lips. With a profound interest and deep knowledge of the history of the medium, Allison joins us for a deep dive into the world of late-night television. During our discussion, Allison shares her love, appreciation, and experti…
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Get ready for an engaging conversation on Episode 120 of The Letterman Podcast, featuring the talented graphic artist, Bill Shortridge. Bill’s illustrious career spans several iconic television projects, including his work with NBC during the early years of ‘Saturday Night Live,’ David Letterman’s morning show, and ‘Late Night with David Letterman.…
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Get ready for an enlightening conversation as we welcome Donick Cary to The Letterman Podcast! Donick’s comedy journey began in Nantucket, where he dreamt of working for David Letterman. His aspiration became a reality when he landed an internship at ‘Late Night with David Letterman,’ which eventually led to a position as a writer on the iconic lat…
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Get ready for a musical journey! Episode 118 of The Letterman Podcast, features the incredible horn blower, Al Chez! 🎺 Join Al and Mike as they dive into Al’s fascinating musical background, from his formative years playing on the Jersey Shore with fellow musicians like Bruce Kapler and a young Jon Bon Jovi, to his first encounters with Late-Night …
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Welcome back to The Letterman Podcast! Episode 117 brings us another delightful conversation with former OG Letterman Writer, Steve Winer, making his third appearance on the show! 🎙️ As one of the original writers for Late Night with David Letterman, Steve joins Mike for a fun-filled chat about comedy, sharing memories from the iconic late-night sh…
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Get ready for laughs and insights as The Letterman Podcast welcomes back the legendary Steve Young for Episode 116! 🎙️ \ Join Mike as he catches up with one of the most prolific writers in the history of the David Letterman mythos. In this episode, Steve shares exciting updates on his current projects, including both the short and long-form comedic…
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Get ready for a nostalgic journey as The Letterman Podcast welcomes Len Goldberg to Episode 115! Len, a dedicated Letterman enthusiast for over four decades, joins host Mike for a captivating discussion about his enduring memories and encounters with the show over the years. Len and Mike delve into a significant moment in Letterman history: May 21,…
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Get ready for a trip down memory lane as The Letterman Podcast welcomes back former Late Show with David Letterman writer Jeremy Weiner for Episode 114! 🎉 Join Mike for a front seat view as Jeremy unveils a long-sealed box from his attic, filled with cherished memories and keepsakes from his time at Late Show, in a special show-and-tell episode. In…
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Get ready for a mammoth episode of The Letterman Podcast as we welcome game show historian Adam Nedeff to the mic for Episode 113. Join Mike as he and Adam embark on a deep dive into the captivating world of game shows, late-night television, and the intersection of both. In this episode, Mike and Adam explore David Letterman’s fascinating history …
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Get ready for a momentous occasion on The Letterman Podcast as we welcome back the incomparable Bill Carter for Episode 112. With a career deeply intertwined with the fabric of late-night TV, Bill Carter’s insights and perspectives are unparalleled. In this episode, Mike and Bill enjoy another captivating conversation, exploring a myriad of topics …
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Finally, The Letterman Podcast has a Stupid Human Trick participant as our guest! No wagering please. In this episode, we welcome the incredible Chris Clark, a two-time participant in the iconic Stupid Human Tricks segment on Late Show with David Letterman. Join host Mike as Chris recounts his twice-in-a-lifetime experience, sharing the behind-the-…
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Welcome to Episode 110 of The Letterman Podcast! 🎙️ Join your host Mike and the legendary cue card professional, Wally Feresten, for a delightful conversation that spans nearly 35 years of late-night television history. Wally has been the go-to cue card guy for iconic shows like Late Night with David Letterman, Saturday Night Live, Late Night with …
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Welcome to Episode 109 of The Letterman Podcast! 🎙️ In this enlightening installment, we’re joined by the talented Jon Beckerman, a Harvard alum and seasoned writer who played a pivotal role in the late-night legacy of David Letterman & Company. Jon’s journey of comedic destiny began at Harvard, where he became part of the prestigious Harvard Lampo…
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Welcome to another captivating episode of The Letterman Podcast! 🎙️ In today’s installment, we immerse ourselves in the world of Warren Zevon alongside a special guest, his official historian, Adam Unger. What unfolds when two dedicated individuals, Mike and Adam, bonded by their passion for preserving and celebrating the timeless legacies of David…
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Tom Snyder, who passed away in 2007, was a broadcast legend who has deep connections to the David Letterman mythos. For years he followed Johnny Carson's Tonight Show by hosting 'The Tomorrow Show,' a long form conversation television program featuring world class panelists from entertainment, politics, and pop culture. David Letterman was a dedica…
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In our last episode produced in 2023, we are proud to release our year in review, part 2. The second half of 2023 was an active one in the world of The Letterman Podcast. The chief event of the year was the shocking, yet inevitable news that Rupert and May sold the Hello Deli, and the retirement party that Worldwide Pants threw for them at the Ed S…
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The first complete calendar year for #thelettermanpodcast is nearly in the books, so we decided to dedicate a couple of episodes to look back on some of the highlights the #podcast created during 2023. In this episode we show over 20 clips of different guests we had on the show during the first six months of the year. Mike also talks about some of …
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Merry Christmas, and Happy Holidays from #thelettermanpodcast In this episode Mike makes a spontaneous, surprise appearance on Sandra Bernhard's radio show, where the decision is made that she will indeed appear as a guest on a future episode of The Letterman Podcast! He also shares his reaction to the special episode 100 compilation we released ov…
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