Jeremy Weiner wore many hats in his tenure with 'The Late Show with David Letterman.' He was a researcher, segment 'jack of all trades,' Winnebago driver for Biff Henderson, and of course a long term writer for the show all the way until the end of LS's run in 2015. Jeremy and Mike have an epic conversation that highlights many of his favorite moments working for Dave and Company. They also talk about Jeremy's time working for Late Night with Conan O'Brien, Kevin Smith, and accidentally come up with a genius set up for Jeremy's return appearance to The Letterman Podcast.   

The Letterman Podcast is brought to you by Rupert Jee and The Hello Deli. Nestled in the pouch of the Ed Sullivan Theater, Rupert and May have been making soups and sandwich's for over 3 decades. Its also the only place one can get officially licensed Late Show with David Letterman merchandise. Go to Hello-Deli.com to order!  

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Will Lee has the distinction of being one of the longest serving members of David Letterman's staff. He was right there at the beginning of Late Night, and along with Paul, stayed the entire way,  playing Bass in the Worlds Most Dangerous Band/CBS Orchestra, and being featured in many other ways in the show. He is also part of a very special Beatles cover band called Fab Faux, a studio musician, a solo recording artist, and much more. Check out his newsletter to see what he's got going on.  Will and Mike have a phenomenal 90 minute conversation about the show, music, his side projects, why he wasn't playing along Bruce Springsteen on the last Late Night, and much, much more. This is why we do the show people. Jump on board...Subscribe, Share, Leave a positive comment, all that jazz. Lets. Do. This. 

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Lee Ellenberg is currently a writer for Jimmy Fallon's Tonight Show. He also worked for David Letterman & Company in one capacity or another from 1994 all the way until the end of the run in 2015. He was a page, worked in audience coordination, worked the reception desk for Dave's floor as well as the writer's floor, and for 15 years was a full fledged writer for Late Show with David Letterman. In part one we talk about the first part of Lee's career with Letterman, and he gives great insights as to how the show worked, and how he progressed up the ladder to his literal dream gig.   

As always, The Letterman Podcast is brought to you in part by Rupert Jee and The Hello Deli. Nestled in the womb of the Ed Sullivan Theater for 30 years, Rupert and May have served soups and sandwiches to the delight of tens of thousands of people. They also are the only place to get official Late Show with David Letterman merchandise. Go to hello-deli.com to shop to your heart's content. Rupert packs all the orders with care and if you ask very nicely, he might add onions as well.   

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OG Late Night writer Stephen Winer is back on The Letterman Podcast, and we could not be more excited. After telling his 'origin story' his first time on the show a few months ago, Stephen and Mike got together again to discuss all sorts of things both Letterman and comedy related. Loose ends from his last appearance are discussed including prepping for night one of Late Night with Bill Murray, and why we included the picture with Dick Van Dyke in the episode with no explanation. Many other topics were discussed in this episode including Merill Markoe, comedy writing then and now, more about Robert Klein, (Murray pops up in that story as well) Jerry Lewis, Dave and Steve's mutual respect and love for talk show hosts of the past and much much more!  

The show is getting really fun now as friends of The Letterman Podcast come back on the show. Please Like, Share, Subscribe, and leave a positive comment for our show. For every one, Mike will plant a pumpkin seed left over from Halloween in an unsuspecting neighbor's yard.  

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The thrilling conclusion of Mike's first conversation with former Letterman, current Tonight Show writer Joe Grossman is here! This episode starts right where part one left off with Joe talking about his new job as a Tonight Show monologue writer. The discussion shifts to pondering the comedy writer's mind and what makes it tick. Joe finishes his narrative chronicling how he ended up working for The Late Show with David Letterman and what working there was like at that time. What was the task behind the scene new writers were made to do? The answer lies within this episode. Other moments were discussed and this episode finishes, to Mike's absolute delight, musing over the events of Late Night TV in 2010 when Jay and Conan contended over the Tonight Show and Dave & Company made fun of the ordeal for what seemed like months. A fantastic episode with a fantastic guy. (Joe, not Mike)  

This episode is brought to you in part by Rupert Jee and the Hello Deli, your source for 'Late Show with David Letterman' merchandise. Go to hello-deli.com to shop online for fantastic merchandise. As always, if you ask nicely, Rupert will add onions to your order.   

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Joe Grossman was a writer for Late Show with David Letterman from 2004 until the show went off the air in 2015. He also appeared on the show 112 times in various capacities, usually as himself with a deadpan disposition that would more often than not exasperate Dave. Where did Joe come from? How did he end up writing for David Letterman & Co, and how did he end up on camera so many times? Did he always want to perform? Joe, who happens to be one of Mike's all time favorite on-screen talents for Late Show opens up and answers all those questions and more in this hilarious episode of The Letterman Podcast. He also reveals the great new job he just got.   

The Letterman Podcast is brought to you by The Hello Deli. Go to Hello-deli.com to order and Late Show with David Letterman or Rupert merchandise. He also makes a mean sandwich!  

Please feel free to share this episode with as many of your friends and rivals you can think of. In fact, why not make it a game? Could you share it with 3 people? How about 5? 10? Sure you can. And while doing that, feel free to like and subscribe to the show as well. Every time someone does, Mike will feed a treat to a puppy. You don't want to keep the puppy waiting do you?

Fred Graver has had an eclectic career to say the least. He worked for the National Lampoon, Norman Lear, Cheers, Twitter TV, has written two 'Choose Your Own Adventure' books, and he currently works for a Microsoft endeavor teaching AI entities to be better communicators. He also spent 6 years working for Late Night with David Letterman as a writer from 1984-1990. Fred and Mike have a fantastic talk about some of the memories and reflections of the show. Fred literally had a front seat watching David Letterman be able to go out and shoot remote comedy pieces without issue, to it evolving to him not being able to go anywhere without being recognized. There was a lot of great moments in that time and Fred fondly opens his memory vault to talk about them and more.  

As always, The Letterman Podcast is brought to you by Rupert Jee and the Hello Deli. Go to Hello-Deli.com to order official Late Show with David Letterman merchandise. Rupert packs each order with love, and if you ask nicely, he will also add onions to your order. 

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For over 30 years, Sue Hum was the costume designer for Late Night and Late Show with David Letterman. She helmed the crafting and execution of everything we saw on the show from the aesthetic of Dave's wardrobe, the designing and production of the humorous suits and costumes he and other members of the cast wore, and of course the iconic annual Halloween bit where children would come in wearing hilarious trick or treat costumes. In this first episode Mike explores Sue's roots of where she came from and how she ended up becoming part of Dave's company, by way of Broadway and Another World. She also worked on other projects including a Run D MC video before embarking on what would become a legendary career. Sue and Mike barely scratch the surface in this fascinating behind the scenes retrospective tour, leaving so much on the table for future episodes.  

As always, The Letterman Podcast is brought to you in part by The Hello Deli. If you are in the New York area and enjoy good food and kindness, visit the Hello Deli, and feel free to tell them Mike sent you; you will be sure to receive extra condiments for your trouble. While there, check out the assortment of Late Show with David Letterman merch as well as very nice merchandise featuring Rupert himself.   

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Candace Chisholm is Mike's Wife. Why is she this week's guest on the show? Because she and Mike just returned from New York and have a lot of stories to tell! Lots of Letterman stuff on this trip including a lunch with Walter Kim, Brunch with Steve Winer (birthday boy the day this episode is released) and his amazing wife Lori, Dinner with Steve O'Donnell, Our Friendship and adventures with Rupert and May, a surprise encounter with Barbara Gaines,  visiting the Colbert set, an encounter with two special Letterman construction guys, and a trip to see the Donz! They also banter like a husband and wife, who aren't afraid to banter.   

This episode is brought to you in part by the Hello Deli. Check out the commercial at the start of the show. We shot that and a bunch of other Rupert stuff on this trip as well. Check out Hello-deli.com to order awesome Late Show with David Letterman stuff. Rupert has a great T-Shirt as well. Go buy em.  

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The epic conclusion to Mike and Riggs's first of hopefully many conversations. Mike and Dave talk about his transition out of his writing job at Late Night, which took place right around the time it was announced that Jay Leno got the Tonight Show gig. He then went to The Chevy Chase show and even the Magic Johnson show, before ending up as a writer on the Tonight Show. Rygalski shows us a couple thank you notes from Dave, talks about how he tried to bring a Letterman sensibility to the show, his view of the Jay Leno 10 PM show, and has a really fun story about the Superbowl Ad featuring Oprah, Leno, and Letterman.   

As always, The Letterman Podcast is brought to you in part by 'The Hello Deli.' If you are in NY head on in for a soup and sandwich, and while you're there, check out the official Late Show with David Letterman merchandise you can pick up. Don't live in NY? No  problem! Head to hello-deli.com and shop online! Rupert packs these online sales personally with love and care, and if you ask nicely, he will even add onions.   

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