Drinking During Business Hours with Sarah Halstead and Rich Chassler | Where comedy & fine wine meet!
Comedians - and husband-and-wife duo - Sarah Halstead and Rich Chassler, bring their love of great beverages to every conversation. Each episode features a guest from the worlds of entertainment, wine, food or culture, as Sarah and Rich dive into their stories over a drink (or two). Interesting, funny, and always a little unruly, it's the podcast where comedy meets conversation...and it's always happy hour somewhere.
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Chef Steve Samson on Rosso Blu, Bologna, Gnocchi, and the Real Cost of Running a Restaurant
08/11/2026
Chef Steve Samson on Rosso Blu, Bologna, Gnocchi, and the Real Cost of Running a Restaurant
Chef Steve Samson on Rosso Blu, Bologna, Gnocchi, and the Real Cost of Running a Restaurant The Italian Food Secret LA Has Been Hiding This week on Drinking During Business Hours, Sarah Halstead and Rich Chassler sit down with Michelin-recognized chef and restaurateur Steve Samson for a rich, hilarious, and deeply personal conversation about Italian food, the restaurant life, and what it really takes to build something lasting in Los Angeles. Steve is the chef and co-owner of Rosso Blu in downtown LA, a Bolognese-inspired restaurant that Rich and Sarah recently visited and could not stop raving about. From the wood-burning oven to the legendary gnocchi to the iconic burro e oro tortelloni, this episode is a love letter to great Italian cooking and the people who dedicate their lives to it. Steve opens up about growing up spending summers in Bologna with his grandparents, how food was always the center of family life, and how those memories eventually led him to leave behind a stack of med school applications and enroll in culinary school in New York City. He talks about his early kitchens in Soho and Maine, his time working with Piero Selvaggio at Valentino in Las Vegas, and how the vision for Rosso Blu was born from a simple idea: cook the food his mother made. The conversation gets real when Steve talks about the economics of running a restaurant in California, the crushing costs post-pandemic, labor laws, tip credits, and why places that used to be neighborhood spots are now special occasion dinners. His wife and partner Dina gets a major shout-out as the operational backbone of everything they have built together. It is funny, warm, food-obsessed, and packed with the kind of honesty you only get when great wine is flowing. Do not miss it. Guest Info Steve Samson is a Los Angeles-based chef, restaurateur, and co-founder of Rosso Blu, a critically acclaimed Bolognese-inspired restaurant located in the Fashion District of downtown Los Angeles. Steve was born in Brooklyn, raised in Los Angeles, and spent formative summers in Bologna, Italy, where his mother’s family shaped his deep love for traditional northern Italian cuisine. He trained at Peter Kump’s Cooking School in New York City, cooked in celebrated New York kitchens, and worked with legendary restaurateur Piero Selvaggio at Valentino in Las Vegas before returning to LA. He co-founded Sotto on Pico Boulevard, a beloved Southern Italian restaurant, before opening Rosso Blu with his wife and business partner Dina Samson. Rosso Blu has received Michelin recognition and has been written up in virtually every major food publication. Steve is known for presenting dishes with photographs of his family in Italy and the stories behind each recipe, making every meal at Rosso Blu a deeply personal experience. 🔗 Guest Social Links Restaurant Website: Instagram: https://www.instagram.com/chefstevesamson/ Facebook: https://www.facebook.com/steve.samson.311 Restaurant Instagram: Chef's website: https://www.chefstevesamson.net/ Drink of the Podcast Feudi di San Gregorio Cutizzi, 100% Greco di Tufo, Campania, Italy Rich and Sarah kicked off the episode with this stunning summer white from the Campania region of southern Italy, made entirely from the Greco grape. Feudi di San Gregorio is one of the most respected producers in southern Italy and the Cutizzi is their flagship expression of Greco di Tufo, known for its mineral-driven structure, stone fruit aromatics, and refreshing acidity. Rich described it as one of his favorite summer whites and noted it goes particularly well in a jacuzzi. They also poured Castello di Bolgheri by Antinori cousins, a Super Tuscan at around $150 a bottle, which Steve got to enjoy toward the end of the episode. Chapters 00:00 Welcome & Drink of the Podcast - Feudi di San Gregorio Cutizzi, Greco di Tufo 03:15 Introducing Chef Steve Samson - Michelin-Recognized Chef & Owner of Rosso Blu 09:05 The Story Behind the Menu - Presenting Dishes with Family Photos from Bologna 13:05 Bologna’s Three Nicknames - La Dotta, La Grassa, La Rossa 18:45 Peter Kump’s Cooking School, NYC — Now Called ICE, Institute of Culinary Education 19:45 First Kitchen Job - Little Cranberry Island, Maine & the Lobster Dock Next Door 23:35 In the Weeds - The Term, What It Means in Any Vocation & Getting Through It 26:05 After-Hours NYC - Blue Ribbon, Seafood Towers & the Chefs Who Ran the Night 29:00 Building Your Chops - Garmanger, Pantry Station, Day Rates & Learning to Cook Professionally 31:50 Chefs Don’t Trash Talk Each Other - Tom Colicchio, Nancy Silverton & the Respect in the Industry 35:55 No Tip Credit in California - What It Means, What It Costs & Why Sacramento Won’t Change It 38:30 Shout Out to Dina Samson - The Glue, the Beast, the Operational Backbone of Rosso Blu 40:30 Post-COVID Costs - How Rising Prices Changed the Dining Landscape for Everyone 43:45 Your Gnocchi Changed My Life - The Secrets, Old Potatoes & Why It Goes So Wrong 48:20 The Test Kitchen Space - What Was There Before Sotto & the Chefs Who Came Through 50:30 Michael Voltaggio, Ink, Ink Sack & Great LA Restaurants We’ve Lost 55:00 Molecular Gastronomy, Emulsifiers & Why Italian Cooking Needs None of It 59:50 Paris, Amsterdam, Youth Hostels & the Bouillons - Traveling with the Kids on a Budget 61:00 Café d’Argent, Paris - The Numbered Duck & a Wine Cellar with 50,000 Bottles 64:00 Where to Find Steve & Rosso Blu + Thank Yous & Sign Off 📣 Call to Action If you enjoyed this episode, like, comment, and subscribe to Drinking During Business Hours for more conversations with chefs, winemakers, comedians, actors, and creatives who know how to live well. Drop a comment telling us your favorite Italian restaurant experience or what your go-to summer white is right now. Share this episode with anyone who loves great food, great wine, and great stories. And if you are in Los Angeles or visiting, get yourself to Rosso Blu in the Fashion District downtown. You will not regret it. 🥂 Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Podcast: Podcast YouTube: Sarah and Rich are the husband-and-wife comedy duo behind Drinking During Business Hours, where comedy, conversation, great wine, and incredible guests collide every episode. #SteveSamson #RossoBlu #ItalianFood #LosAngelesRestaurants #MichelinLA
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Apparitions, the FBI and a Bottle of Chardonay with Jennifer M Shaffer
08/04/2026
Apparitions, the FBI and a Bottle of Chardonay with Jennifer M Shaffer
Jennifer M Shaffer Talks Apparitions, the FBI and a Bottle of Chardonay Comedians Sarah J. Halstead and Rich Chassler pop a 2021 Gentleman Farmer 100% Chardonnay and pour it out with Jennifer M. Shaffer internationally recognized intuitive, spiritual medium, medical intuitive, and former stockbroker-turned-triathlete who’s worked with the FBI, U.S. Secret Service, and Dark Web Division. They cover ADHD-approved Chardonnay, 800 bottles stashed in kitchen drawers, the secret to a 30-year marriage, why Jennifer never watches the news, the French Bulldog bedspread that cracked an FBI fentanyl case, and the night she sees full-blown apparitions walking through her bedroom window. Equal parts hilarious, terrifying, and oddly comforting. 👻 Guest Info Jennifer M. Shaffer is an internationally recognized Intuitive Spiritual Medium, Investigative Case Expert, and Medical Intuitive based in Manhattan Beach, CA. A former stockbroker who managed half a billion dollars in her 20s and a professional triathlete, she’s a Founding Member of the Intuitive Investigations Academy, a Social Activism Award winner, and the subject of four best-selling books. Jennifer hosts her signature Wine & Spirit Gallery Readings at Uncorked Manhattan Beach twice a month. 📱 Guest Social Links Instagram: … Facebook: … LinkedIn: … 🌐 Website: … 🍾 Drink of the Podcast (Not Sponsored) Gentleman Farmer 2021 100% Chardonnay Made by DDBH friends Jeff Durham & Joe (Joey) Wallows of Gentleman Farmer Wines. Varietal: 100% Chardonnay Style: Full malolactic fermentation — that buttery, creamy mouthfeel Climate: Warm climate — pours a rich, deep gold Flavor: Fuller-bodied, lower acid 📍 Find the wine at the … - featured this month in Wine Spectator Magazine. 🥃 Drank from Chardonnay-specific varietal glasses … 🕒 Chapters 00:00 Welcome & The Pour (Gentleman Farmer Chardonnay) 02:28 Meet Jennifer M. Shaffer 07:12 The Wine Snob & 800 Bottles in Kitchen Drawers 12:45 The Secret to a 30-Year Marriage 16:33 Working With the FBI, U.S. Secret Service & Dark Web 23:31 When a Killer Calls Her Office 26:31 Why She Never Watches the News 31:29 Alzheimer's & "Having Fun on the Other Side" 41:26 Vulnerability & Letting the World In 48:58 Dr. Phil & The Heart Attack She Predicted 51:33 Psychedelics: Ketamine, MDMA & Psilocybin 56:46 Sleep, Alpha State & Seeing Apparitions 60:42 The Mentalism Card Trick with Gabe Abelson 64:18 Wine & Spirit Gallery Readings at Uncorked Manhattan Beach 🎯 Call to Action If this episode made you laugh, gasp, or reach for the Chardonnay 🍷 three things: LIKE this video on YouTube SUBSCRIBE on YouTube, Apple Podcasts & Spotify Leave a 5-star review it fuels the algorithm Attention Hproof your product got mentioned four times. The door is open. Walk through it. Want to be read? Come to the next Wine & Spirit Gallery Reading at … https://uncorkedwineshops.com/ $40. 35 readings. Twice a month. 🎙️ Host Links FOLLOW US ON SOCIALS! Watch the Episode on Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform it helps more than you know! The Show 🎧 DDBH on Apple Podcasts … 🎧 DDBH on Spotify … 📺 DDBH on YouTube … 🎬 Basshole Studios / Doug Bass … Producer & Editor Cori Fry PodChic Media - or #DrinkingDuringBusinessHours #ComedyAndWine #JenniferMShaffer #IntuitiveMedium #SpiritualMedium Drinking During Business Hours - Where Comedy & Fine Wine Meet. 🥂
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Keith Reza on Comedy, Fame, and Never Giving Up
07/28/2026
Keith Reza on Comedy, Fame, and Never Giving Up
Keith Reza on Comedy, Fame, and Never Giving Up This week on Drinking During Business Hours, Sarah Halstead and Rich Chassler sit down with comedian, actor, writer, and podcaster Keith Reza for a funny, candid, and inspiring conversation about building a career in comedy, staying persistent in entertainment, and carving out your own voice in a brutally competitive business. With roots in stand-up, a long-running podcast of his own, and years spent learning from the legendary Norm Macdonald, Keith brings the kind of behind-the-scenes perspective comedy fans love. From the grind of live comedy to storytelling, podcasting, industry survival, and the mindset it takes to keep going, this episode is a great listen for comics, creators, and anybody chasing a creative life. If you love conversations about stand-up, entertainment, mental resilience, and the reality behind making it, this one belongs on your watchlist. 🎤 Guest Info Keith Reza is a stand-up comedian, actor, writer, and podcast host with more than 20 years in comedy. He was diagnosed with Asperger’s Syndrome at 13 and found comedy as a way to connect with people and navigate the world. He was mentored by Norm Macdonald for nine years, contributed as a writer on Norm Macdonald Has a Show and Norm Macdonald Live, has appeared on NBC, Animal Planet, and Netflix Is A Joke, and released the special Keith Reza: Make It Happen. He also hosts the long-running celebrity interview podcast Reza Rifts. 🔗 Guest Social Links Website: Instagram: Facebook: X / Twitter: TikTok: YouTube: Podcast - Reza Rifts: 🍷 Drink of the Podcast Drink of the Podcast: Molto Bene Mocktails Whether it’s wine, cocktails, or something unexpected, the drink always sets the tone on Drinking During Business Hours, where comedy, conversation, and happy hour energy always meet in the middle. ⏱️ Chapters 00:00 Intro to Keith Reza 02:15 Keith’s comedy journey 06:40 Learning from Norm Macdonald 11:05 Writing, performing, and finding your voice 16:20 The reality of stand-up life 22:10 Hosting Reza Rifts 28:35 Comedy, resilience, and mental toughness 35:00 Entertainment industry lessons 42:25 What keeps comedians going 49:10 Final thoughts and where to follow Keith 📣 Call to Action If you enjoyed this episode, make sure you like, comment, and subscribe to Drinking During Business Hours for more conversations with comedians, actors, writers, and creatives from across entertainment and culture. Drop a comment with your favorite Keith Reza moment and share the episode with someone who loves stand-up comedy, podcasts, and behind-the-scenes industry stories. 🥂 Host Links Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Follow the podcast here: 🍷 Apple Podcasts: Watch it on YouTube ... #KeithReza #StandUpComedy #Podcasting #ComedyPodcast #DrinkingDuringBusinessHours #SarahHalstead #RichChassler #ComedianLife #EntertainmentPodcast #PodcastGuest #ComedyJourney #CreativeLife #NormMacdonald #JohnCusack #SuccessMindset
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Inside Darren Carter's Laugh Factory Slot 19 Strategy
07/20/2026
Inside Darren Carter's Laugh Factory Slot 19 Strategy
Inside Darren Carter's Laugh Factory Slot 19 Strategy Comedian Darren Carter joins Sarah Halstead and Rich Chassler for a coffee-fueled masterclass on building a stand-up career in the social media age. Carter pulls back the curtain on nearly four decades of comedy, from his Fresno forensics team days to headlining the Laugh Factory, Comedy Central, The Tonight Show with Jay Leno, and booking a Showtime special after landing a Miller Beer national commercial as only his third audition. The trio dives into his headshot story (shot by a Fresno photographer who drove a van down to LA to shoot sets), the strategic genius of always choosing slot #19 at the Laugh Factory Tuesday Night Live, the power of voices and impressions, and his daily social media workflow using iMovie and CapCut, including the secret weapon of trial reels. Along the way Carter shares the legendary Minnie Pearl advice he keeps in his Notes app: “Love them with your heart and they’ll love you right back.” It’s a joyful, generous, hilarious hour that feels like pulling up a bar stool with three working comedians. Today we’re drinking coffee. Guest Info Darren Carter is a stand-up comedian, actor, and podcaster based in Sherman Oaks, California. He’s performed on The Tonight Show with Jay Leno, Comedy Central, and booked a Showtime special. On screen, he’s starred opposite John Travolta. Off stage he’s a family man and the host of the podcast Pocket Party. Carter started comedy in his hometown of Fresno in 1989, sharpened his chops in high school forensics (Dramatic Interpretation, Humorous Interpretation, Original Prose & Poetry, and Speech to Entertain, plus the dreaded Lincoln-Douglas debate), took a Variety Arts class at Fresno City College, then moved to LA. He’s a paid regular at both the Comedy Store and the Laugh Factory, and he’s cracked the social media consistency code with daily uploads across Instagram, TikTok, and YouTube. Guest Social Links @officialdarrencarter … https://www.instagram.com/officialdarrencarter/ … … … https://www.tiktok.com/@officialdarrencarter … … Drink of the Podcast (NOT SPONSORED) We just really like this brand of Organic Mushroom Coffee. Six adaptogenic mushrooms, no jitters, medium price-tier subscription. Hosts Sarah and Rich are drinking it because the guest requested coffee. This is the first time DDBH has gone caffeine-fueled instead of wine-fueled, and the conversation is no less intoxicating. Carter ordered a vanilla iced latte alongside. “It doesn’t give me the jitters like regular coffee… but you’ll go broke drinking it.” - Rich Chassler Ryze Mushroom Coffee … Chapters 0:00 Cold Open & Welcome, Sarah & Rich kick off the show 1:00 The Drink Today: Organic Mushroom Coffee, adaptogens, ~$54/mo, no jitters 4:16 Introducing Darren Carter, Tonight Show, Comedy Central, starred opposite John Travolta 4:40 The Headshot Story, photographer Frankie Lee L driving down from Fresno to shoot LA open-micers 11:00 Beginners Luck vs Inherent Energy, does your excitement get you the room? 13:00 Social Media Routine, daily uploads, 90-second reels, the magic of trial reels (1 to 5/day) 17:51 Editing Workflow, iMovie to phone to CapCut Pro: bright, loud, watermarked 24:00 New Bits vs Old Material, “Think of the room like an art gallery: today I’m putting up Darren Carter 2026.” 29:00 Repackaging Old Footage, combine two days, add a GIF, change the hook, fool the algorithm 31:00 Bar vs Belly Room Productivity, 1992 vs 2026 (Barry Katz: “Nothing good happens on the couch”) 33:00 Selling Tickets in 2026 vs The Old Days, when clubs had phone-banking teams, radio hits, the Last Laugh in San Jose 36:08 Comedy Origins in Fresno, career day, forensics team (DI, HI, OPP, STE, Lincoln-Douglas debate) 42:00 Moving to LA & Laugh Factory Tuesday Night Live, meeting roommate Julian Jones, the slot-19 strategy 45:10 The Power of Voices & Impressions, Bart Simpson, Snagglepuss, Gangs of Nebraska, Danny Lobell’s Jackie Mason 49:00 Breaking Big, Miller Beer commercial (3rd audition, 1995), SAG card, Showtime special, Comedy Store + Laugh Factory regular 51:30 “Love Them With Your Heart,” the Minnie Pearl advice that changed his stage life 53:16 A Long Beach Lesson in Professionalism, never call out the crowd (the bringer-caller tanked his set) 54:20 Pocket Party + Where to Find Darren, Instagram, Linktree, YouTube, TikTok 55:28 Shoutouts, Bass Home Studios / Doug Bass (plugs for anyone wanting a podcast space), Riedel Glassware, Corey Fry 57:00 Sign-Off, like, subscribe, five stars, see you next week Call to Action If you dug this episode, do these four things right now: LIKE this video ... SUBSCRIBE to Drinking During Business Hours on YouTube... FIVE-STAR the podcast on Apple Podcasts & Spotify COMMENT below your favorite Darren Carter moment (or just say hi, we read every one) Thinking about starting your own podcast? Hit up Doug Bass at Bass Home Studios in the West Hollywood-adjacent area. As Darren said: “There’s a restroom, plenty of parking, and it’s great.” Yes, we got a shoutout for the air conditioning, the parking, and the bathroom. DDBH appreciates you, Doug. Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! #darrencarter #DrinkingDuringBusinessHours #DDBH #StandUpComedy #ComedyLife #Comedian #ComedyPodcast #LAComedy #NYCComedy #ComedyStore #LaughFactory #TonightShow #ComedyCentral #Showtime #PocketParty
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David Leaf on Brian Wilson, SMiLE & The Beach Boys
07/14/2026
David Leaf on Brian Wilson, SMiLE & The Beach Boys
David Leaf on Brian Wilson, SMiLE & The Beach Boys In this episode of Drinking During Business Hours, Sarah Halstead and Rich Chassler welcome back acclaimed writer, filmmaker, and UCLA professor David Leaf for a funny, wide-ranging, and surprisingly moving conversation about music, storytelling, teaching, and his deeply personal friendship with Brian Wilson. What starts with mocktails and comedy banter turns into a fascinating behind-the-scenes look at Pet Sounds, SMiLE, The Beatles, and what it really means to devote your life to great art.David shares how he moved to Los Angeles determined to write about Brian Wilson, how that dream eventually led him into Wilson’s inner circle, and why helping bring SMiLE back to life became one of the defining missions of his career. He also talks about teaching legendary UCLA music courses, the “four Ds of success,” documentary filmmaking, movie scores, and why the emotional power of music matters more than technical theory. Guest Info David Leaf is an award-winning writer, director, producer, and one of the most respected chroniclers of The Beach Boys and Brian Wilson. He is the author of The Beach Boys and the California Myth, God Only Knows, and SMiLE: The Rise, Fall & Resurrection of Brian Wilson. He also teaches at UCLA, where he leads acclaimed classes on The Beatles, songwriting, and music documentaries. Guest Social Links Website: Instagram: Facebook: Drink of the Podcast Molto Bene Ginger Beer Mocktail Sarah and Rich sip an alcohol-free mocktail built around Molto Bene ginger beer, while also shouting out San Benedetto, the Italian water brand behind it. They discuss why they love alcohol-free options, sparkling water, and beverages with no sodium making this one of the more mocktail-forward episodes of the show. Chapters 00:58 What they’re drinking: Molto Bene ginger beer mocktails 04:59 Introducing return guest David Leaf 06:33 California drought talk, comedy, and desert living 09:42 David on life, relationships, and long engagements 11:39 Teaching at UCLA and why students don’t read 18:54 The Beatles, Yoko Ono, and music storytelling 20:15 David’s move to L.A. to write about Brian Wilson 22:16 The accidental rise of The Beach Boys 24:03 David’s “four Ds of success” 27:20 Movie scores, composers, and how music shapes film 31:43 David’s new book: SMiLE: The Rise, Fall & Resurrection of Brian Wilson 35:15 Pet Sounds, Good Vibrations, and the collapse of SMiLE 41:54 Helping Brian Wilson finally complete SMiLE 48:40 Writing process, oral history, and preserving music history 55:08 Where to find David Leaf online 59:14 Host plugs, thank-yous, and sponsor shout-outs Call to Action If you loved this episode, make sure to like, comment, subscribe, and share Drinking During Business Hours on YouTube. Follow Sarah Halstead, Rich Chassler, and David Leaf for more comedy, music stories, behind-the-scenes entertainment talk, and future episodes with incredible guests. And if you’re a fan of Brian Wilson, The Beach Boys, The Beatles, or great music documentaries, this is an episode you’ll want to revisit. Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform it helps more than you know! Podcast Apple Podcasts: Spotify: #DavidLeaf #BrianWilson #TheBeachBoys #SmileAlbum #PetSounds #TheBeatles #SarahHalstead #RichChassler #MusicHistory #ComedyPodcast #EntertainmentPodcast #RockAndRoll #PodcastClips #YouTubePodcast
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Lesley Wolff on Hollywood Casting, Comedy & Acting Careers
07/06/2026
Lesley Wolff on Hollywood Casting, Comedy & Acting Careers
Lesley Wolff on Hollywood Casting, Comedy & Acting Careers In this episode of Drinking During Business Hours, Sarah Halstead and Rich Chassler sit down with casting director, producer, teacher, comedian, and actor Lesley Wolff for a fast, funny, insider-heavy conversation about casting, stand-up, commercials, creative survival, and how the entertainment business really works. The episode starts over a Michigan rosé and quickly turns into a candid, hilarious talk about commercial auditions, stage moms, acting insecurity, networking, comedy culture, and why visibility can matter as much as talent in Hollywood. Lesley also opens up about her long career developing comedy talent, her Fresh Faces workshop philosophy, and her frustration with gatekeeping in entertainment. One of the most interesting parts of the episode is her discussion of AI, digital casting, and the future of the business — especially how creators, actors, and comedians may need to adapt to a much more self-generated, tech-driven industry. Funny, brutally honest, and packed with useful perspective, this episode is a great listen for comics, actors, casting nerds, and anyone trying to make a living in entertainment. Guest Info Lesley Wolff is a casting director, actress, comedy mentor, and founder of the Fresh Faces Stand-Up Comedy Workshop. Public profiles describe her as a longtime talent developer and “Comic Fluffer,” with acting credits including Weeds, The George Lopez Show / Lopez, No Way Jose, and Guest House, plus work in digital, TV, film, and comedy development. Her background also includes TV writing, comedy production, and talent development across multiple lanes of entertainment. VoyageLA notes that she wrote for ABC’s Recess and Sweet Valley High, produced comedy showcases featuring major names, and built Wolff Casting as a boutique casting company with a strong digital and comedy focus. Guest Social Links Instagram: … Website: Email: lesleywolff@gmail.com IMDb: … VoyageLA … Drink of the Podcast This episode features a Michigan rosé from Achrimère Wines in Traverse City, made by Aimee Desautels. In the episode, Sarah describes it as a female-owned Michigan wine with a creamy mouthfeel and red-fruit notes, while the group riffs on rosé, wine education, and how fun it is to discover bottles outside the usual Napa/Bordeaux lane. Chapters 00:48 Today’s drink: Michigan rosé from Achrimère Wines 02:31 Introducing Lesley Wolff 05:42 Commercial casting, beginner’s luck, and stage mom energy 10:20 Acting vs casting and why commercials are their own skill 14:35 Audition psychology, networking, and “talent” myths 19:30 Casting power, director callbacks, and how jobs really get decided 20:52 Lesley’s new casting venture and cutting through gatekeeping 24:10 AI, self-tapes, digital likeness, and the future of casting 31:45 Romanticizing the old acting world vs today’s business 34:45 How Sarah and Rich met in the improv parking lot 39:00 Comedy community, mentors, Brody, Mitch Hedberg, and support systems 47:00 Joke writing vs personal storytelling in stand-up 52:20 Dying on stage, producing shows, and building audience trust 57:00 Why artists can’t quit, and what success really means Call to Action If you enjoyed this episode, make sure you like, comment, and subscribe to Drinking During Business Hours on YouTube. Share this episode with an actor, comic, casting friend, or anyone obsessed with how Hollywood actually works and drop your favorite Lesley Wolff moment in the comments. Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Podcast Apple Podcasts: YouTube: … https://www.youtube.com/@DrinkingDuringBusinessHours #LesleyWolff #SarahHalstead #RichChassler #ComedyPodcast #CastingDirector #HollywoodCasting #FreshFaces #ActingPodcast #StandUpComedy #EntertainmentIndustry #FreshFaces #CommercialActing #YouTubePodcast #AIinEntertainment
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Mateen Stewart Gets Real on Comedy, Rejection & Bigger Doors
06/29/2026
Mateen Stewart Gets Real on Comedy, Rejection & Bigger Doors
Mateen Stewart Gets Real on Comedy, Rejection & Bigger Doors In this episode of Drinking During Business Hours, Sarah Halstead and Rich Chassler welcome comedian, actor, and producer Mateen Stewart for a hilarious and wide-ranging conversation over BuzzBox cocktails. The episode kicks off with sports fandom, Detroit pride, Knicks talk, and the emotional damage of being a lifelong Lions fan before shifting into Mateen’s path through acting, theater, summer camps, and eventually stand-up comedy. As the conversation unfolds, Mateen shares how a simple goal to try three minutes at an open mic turned into a full comedy career, along with stories about comedy classes, bringer shows, ticket-selling pressure, and the strange realities of the stand-up business. Sarah, Rich, and Mateen also dig into what makes comedians relatable, why life experience matters on stage, and how the industry keeps changing with streaming, social media, and audience habits. The episode lands on a personal and inspiring note when Mateen talks about losing his mother, the wisdom she gave him, and how her phrase “Bigger Doors” became the title of his special. Funny, honest, and packed with insight about show business, persistence, and creative life, this is a great episode for comedy fans, entertainers, and anyone trying to build a career in the arts. Guest Info Mateen Stewart is a Detroit-born stand-up comedian and actor who studied theater at Florida A&M University. Public sources credit him with screen appearances tied to Last Week Tonight with John Oliver, Jimmy Kimmel Live!, and acting credits including Comics Unleashed, Comedy Parlour Live: Quarantine Edition, The Devil Comes to Kansas City, and NTSF:SD:SUV::. In the episode, Mateen also plugs his special Bigger Doors, available on YouTube. Guest Social Links Instagram: X / Twitter: Facebook: Linktree: Drink of the Podcast This episode features BuzzBox premium ready-to-drink cocktails, starting with a Vodka Cranberry, then moving to Whiskey Lemonade, and finishing with the Mardi Gras Hurricane. Sarah and Rich describe the boxed cocktails as recyclable, portable, and surprisingly strong with a shoutout to Kevin from BuzzBox for supplying the drinks. Chapters 00:00 Welcome back to Drinking During Business Hours 01:30 BuzzBox cocktails and what everyone is drinking 03:22 Introducing Mateen Stewart 03:35 Detroit sports, Knicks fandom, and Lions heartbreak 09:30 Summer camps, Long Island, and counselor life 17:32 From acting auditions to discovering stand-up comedy 21:50 Comedy classes, bringer shows, and first stage highs 27:47 Success, comedy credits, and industry respect 30:20 Bad networking, comedy etiquette, and checking in with the host 35:10 Social media, ticket sales, and the changing stand-up business 40:20 Third cocktail pour and Mateen’s theater background 42:55 Wedding DJing, officiating, and using life in comedy 46:15 Losing his mother and the meaning behind Bigger Doors 50:45 Writing scripts, pitching projects, and handling rejection 55:20 Detroit loyalty, LA life, and hometown identity 57:55 Where to find Mateen and upcoming road dates 59:10 Final thank-yous, plugs, and outro Call to Action If you enjoyed this episode, be sure to like, comment, and subscribe to Drinking During Business Hours on YouTube. Share the episode with a comedy fan, drop your favorite Mateen Stewart moment in the comments, and follow Sarah and Rich for more funny, unfiltered conversations with comics, creatives, and culture people over a drink or two. Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Podcast Apple Podcasts: YouTube: … #DrinkingDuringBusinessHours #MateenStewart #SarahHalstead #RichChassler #ComedyPodcast #StandUpComedy #ComedianInterview #BiggerDoors #PodcastClips #EntertainmentPodcast #FunnyPodcast #YouTubePodcast #DetroitComedian #HollywoodComedy #CreativeLife
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She Did Fallon While Raising Twin Boys?! | Jessica Keenan on Comedy, Motherhood & Chaos
06/22/2026
She Did Fallon While Raising Twin Boys?! | Jessica Keenan on Comedy, Motherhood & Chaos
She Did Fallon While Raising Twin Boys?! | Jessica Keenan on Comedy, Motherhood & Chaos In this episode of Drinking During Business Hours, Sarah Halstead and Rich Chassler welcome comedian, writer, actress, mother, and now homeowner Jessica Keenan for a hilarious and refreshingly honest conversation about stand-up comedy, motherhood, ambition, marriage, wine, and trying to keep your identity intact while juggling all of it. The episode opens with a playful conversation about launching the show on YouTube, dealing with comments online, and a passionate breakdown of the featured wine before the hosts bring Jessica into the mix. Once Jessica joins the conversation, the episode quickly becomes one of those classic Drinking During Business Hours hangs where funny stories and real talk bounce off each other effortlessly. Jessica talks about recently moving closer to the clubs after years of brutal driving, her husband’s finance job at a wire manufacturing company, her roots in Las Vegas, and how speech and debate helped shape the performer she would eventually become. She also gets into how she fell in love with stand-up, why classes helped her commit to the craft, and how chasing that first great set feels a lot like gambling. The conversation gets even richer when Jessica opens up about being a comedian with identical twin boys, balancing life on the road with motherhood, and how comedy fits into family life. Sarah, Rich, and Jessica also dive into the realities of women in comedy, late-night TV pressure, outfit panic before The Tonight Show Starring Jimmy Fallon, hair and makeup anxiety, true crime obsession, sleep habits, and the strange overlap between ambition and everyday chaos. It is funny, candid, and full of the kind of chemistry that makes this podcast feel like being at the table with them. Guest Info Jessica Keenan is a stand-up comedian, writer, and actress who has performed in high-profile comedy rooms across Los Angeles and beyond. In this episode, Sarah and Rich talk with Jessica about her comedy journey since starting stand-up in 2012, her background in speech and debate, her experience performing on The Tonight Show Starring Jimmy Fallon, and what it means to stay active and relevant in comedy while raising young twin boys. Jessica comes across as sharp, self-aware, grounded, and seriously funny. She talks openly about the hustle of the business, the importance of balance, and why she never wanted comedy to become the kind of life that prevented her from actually living. That perspective gives this episode a really strong center beneath all the jokes. Guest Social Links Instagram: Website: … Drink of the Podcast Sangiovese from Tuscany, Italy This week’s featured wine is a Sangiovese from Tuscany, Italy. Sarah describes it as transparent in color, Pinot Noir-like at first glance, but unmistakably Sangiovese once you taste it and see the orange rim. She highlights its beautiful red fruit profile, darker brooding undertones from age, and the fact that it works both with food and on its own. The hosts even joke that it is light enough to enjoy with an ice cube by the pool. The producer and vintage are not stated in the episode. Chapters 00:00 Welcome back and YouTube channel shoutout 01:56 The reality of comments, haters, and playing to camera 02:08 Wine intro: Sangiovese from Tuscany, Italy 03:50 Why good bottles should be opened now, not saved forever 04:35 Introducing Jessica Keenan 08:14 Moving closer to the clubs and years of brutal LA driving 09:48 Jessica’s husband, finance, and the mysterious smell of wire 15:24 Comedy rooms, lineups, and women in stand-up 15:38 How Jessica got started in stand-up and speech/debate roots 26:04 Motherhood, identical twin boys, and balancing comedy with family life 35:03 Marriage, dating comics, and finding the right partner 35:13 Jessica’s Tonight Show with Jimmy Fallon story 39:11 The pressure of outfits, hair, makeup, and late-night TV presentation 48:44 Sleep habits, meditation music, and true crime at bedtime 54:43 Twin boys, attention, and whether the kids inherited the funny 57:43 Where to follow Jessica, Sarah, Rich, and subscribe to the show’s YouTube Call to Action If you loved this episode, make sure you subscribe to the Drinking During Business Hours YouTube channel, give the episode a thumbs up, and leave a comment telling Sarah and Rich what you thought preferably a good one, as they jokingly note at the top of the episode. You can also follow Jessica Keenan on Instagram and keep up with her live dates on her website. If this episode hit for you, share it with a friend who loves stand-up comedy, parenting chaos, late-night TV stories, wine talk, and unfiltered conversations. FOLLOW US ON SOCIALS! YouTube Channel: https://www.youtube.com/@DrinkingDuringBusinessHours Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! #DrinkingDuringBusinessHours #JessicaKeenan #JKeenanComedy #SarahHalstead #RichChassler #ComedyPodcast #StandUpComedy #WomenInComedy#MomComedian #TwinMom #JimmyFallon #TonightShow #WineAndComedy #YouTubePodcast #ComedianInterview
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We Launched Our YouTube Channel | Comedy, Champagne, New York Stories & Married Life
06/08/2026
We Launched Our YouTube Channel | Comedy, Champagne, New York Stories & Married Life
We Launched Our YouTube Channel | Comedy, Champagne, New York Stories & Married Life In this episode of Drinking During Business Hours, Sarah Halstead and Rich Chassler catch up on everything happening behind the scenes from the launch of their new YouTube channel to comedy shows, New York stories, burnout, voting, marriage, taxes, and of course, what they’re drinking. Over a bottle of Andre Delorme Blanc de Blanc, the conversation bounces from hilarious married-host banter into a genuinely interesting deep dive on sparkling wine, including champagne history, aging on the lees, riddling bottles, and why “brut” may have gotten its name. From there, Sarah and Rich talk about the evolution of the podcast, what audiences want more of, the pressure of nonstop content creation, and why they’re trying to slow down a little this month. They also recap Rich’s New York trip, awkward run-ins with social media comics, upcoming comedy plans, a Byron Allen premiere party, and their appreciation for the comedy community. Funny, loose, and personal, this episode is classic Drinking During Business Hours: wine, comedy, culture, and real-life chaos. Drink of the Podcast Andre Delorme Blanc de Blanc A sparkling Burgundy made from 100% Chardonnay. This bottle Is a standout alternative to champagne and talk about Sparkling Burgundy vs. Champagne: Aging on the lees Brioche / baked bread notes in sparkling wine Exploding bottles in early champagne production Riddlers, disgorgement, and Madame Clicquot The folklore behind the word brut Chapters 00:00 Welcome back + married-host banter 02:23 Big news: the DDBH YouTube channel is live 02:33 Drink of the episode: Andre Delorme Blanc de Blanc 04:10 Sparkling Burgundy vs. Champagne 05:40 What “aging on the lees” actually means 07:35 Madame Clicquot and the evolution of champagne 08:37 The story behind the word “brut” 09:59 How much wine talk do listeners really want? 12:09 Sarah’s champagne dinner in Beverly Hills 12:57 What kind of content do listeners want more of? 17:04 Why launching the podcast on YouTube matters 19:28 Rich’s New York trip and headlining Rodney’s 20:17 Social media comics vs. real-life comedy culture FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Drinking During Business Hours Apple Podcasts: Spotify: Email: drinkingduringbusinesshours@gmail.com Enjoyed the episode? Like, subscribe, and share it with a comic, actor, or podcast fan who’d appreciate a real conversation about stage time, social media, comedy hustle, and taking creative risks. #DrinkingDuringBusinessHours #ComedyPodcast #YouTubePodcast #SarahHalstead #RichChassler #StandUpComedy #SparklingWine #Champagne #PodcastEpisode #MarriedComedians #EntertainmentPodcast #ComedyStories #VideoPodcast #HollywoodComedy #WineTalk
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Bob Kushell on The Simpsons, Stand Up, and Starting Over in Hollywood
06/01/2026
Bob Kushell on The Simpsons, Stand Up, and Starting Over in Hollywood
Bob Kushell on The Simpsons, Stand Up, and Starting Over in Hollywood What happens when a veteran TV comedy writer steps away from the writers’ room and starts over in stand-up? In this episode of Drinking During Business Hours, hosts Sarah Halstead and Rich Chasler sit down with legendary television writer, producer, showrunner, and comedian Bob Kushell for a funny, candid, and deeply personal conversation about comedy, Hollywood, reinvention, and finding your voice again. Bob Kushell shares stories from his incredible career writing and producing some of television’s most iconic shows, including The Simpsons, Dream On, 3rd Rock from the Sun, Grounded for Life, Anger Management, The Muppets, and more. He opens up about the realities of TV writers’ rooms, the pressure of writing comedy at the highest level, and why stand-up comedy has become the most authentic creative work of his life. Over a bottle of 2020 Cab Franc from Absolution Cellars, the conversation explores the changing culture of Hollywood, public setbacks, personal growth, healing through comedy, and the courage it takes to begin again. If you love comedy podcasts, stand-up comedy, TV writing, Hollywood stories, creative reinvention, and behind-the-scenes entertainment industry conversations, this episode is for you. Guest Info Bob Kushell is a veteran television writer, producer, and showrunner whose credits include Dream On, The Simpsons, 3rd Rock from the Sun, Grounded for Life, Anger Management, The Muppets, and the British comedy Way to Go. In this episode, Bob shares stories from his decades in television, talks about the changing culture of Hollywood, and explains why performing stand-up comedy full-time now feels like the most authentic work of his career. Guest Social Links Bob Kushell Instagram: @bob.kushell Drink of the Podcast 2020 Cab Franc, Absolution Cellars A Central Coast California Cab Franc with a story behind it, discovered by Sarah and Rich during a trip to Morro Bay. The hosts also shout out the winery’s distinctive hand-painted labels and family-run feel. Chapters 00:00 Welcome and wine intro: Absolution Cellars Cab Franc 04:40 Introducing Bob Kushell 07:10 Why stand-up now feels like home 15:45 Bob’s early writing life and first TV jobs 21:30 Dream On, The Simpsons, and 3rd Rock from the Sun 34:50 The joy of making his own work 38:15 Career fallout, writers’ rooms, and changing Hollywood 59:20 Returning to stand-up after years away 1:01:45 Socials, upcoming shows, and wrap-up Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! If you enjoyed this episode, make sure to like, comment, and subscribe for more conversations with comics, creators, and entertainment industry insiders. Tell us in the comments: What was your favorite Bob Kushell moment from this episode? #DrinkingDuringBusinessHours #BobKushell #ComedyPodcast #StandUpComedy #TVWriter #TheSimpsons #3rdRockFromTheSun #ComedyWriter #HollywoodStories #CreativeReinvention #SarahHalstead #RichChasler #WineAndComedy #ComedianInterview #PodcastShowNotes x
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Danny Farber on Vertical Filmmaking, Platform Strategy, and the Future of Storytelling
05/25/2026
Danny Farber on Vertical Filmmaking, Platform Strategy, and the Future of Storytelling
Danny Farber on Vertical Filmmaking, Platform Strategy, and the Future of Storytelling Danny Farber joins Drinking During Business Hours for a smart, energetic conversation about what it really takes to build a creative career across directing, acting, producing, and modern platform-driven storytelling. Sarah and Rich dig into Danny’s rise in vertical filmmaking, his approach to respecting the platform, and why story, pacing, and audience behavior matter just as much as traditional craft. The episode also explores the balance between art and commerce, the realities of international production, and why authenticity and relationships still drive the industry forward. As an actor, Danny has appeared in 1923, Chicago Fire, Proven Innocent, national campaigns for Chase, Home Depot, and Subway, and comedy/digital outlets including Funny or Die, Cracked, and The Onion. He trained at Second City, The Groundlings, UCB, and iO Chicago. If you’re interested in vertical filmmaking, directing, acting, film production, networking, storytelling, or platform strategy, this episode is packed with useful insight from someone actively shaping the space. Guest Info: Danny Farber Danny Farber is a Chicago-born director, actor, writer, and producer based in Los Angeles. His work spans vertical dramas, music videos, commercials, branded content, and narrative film, and his projects have generated tens of millions of views across social platforms. Since 2023, he has directed more than twenty feature-length vertical dramas for platforms including ReelShort, Dramabox, Goodshort, Dramapops, and KalosTV, with productions in Los Angeles, Istanbul, London, and Vancouver. He also wrote, directed, and starred in the award-winning short film “Thoughts and Prayers,” executive produced by Amy Poehler. Guest Social Links Danny Farber Instagram: Website: Pretty Awesome Productions: Thoughts and Prayers: https://www.instagram.com/reel/C8uo4EOPz5v/ Drink of the Podcast This episode features two wines on the table: a 2022 Shafer TD-9 Napa Cabernet and La Fiorita Brunello. In the conversation, the hosts describe the Shafer TD-9 as iconic with a phenomenal nose and palate, and later shift from Cab to Brunello during the interview. Danny specifically joins them in drinking wine rather than a mocktail. Chapters 00:00 Welcome back and introduction 02:45 The business of show business 05:37 Meet Danny Farber: director, actor, producer 08:32 Respecting the platform 11:12 The art of vertical storytelling 14:02 Navigating the challenges of production 16:48 Authenticity in performance 19:13 The balance of art and commerce 22:32 International productions and global filmmaking 27:25 Building relationships in the industry 32:08 The evolution of directing and storytelling 37:43 Understanding the vertical format 47:07 Leadership, collaboration, and communication on set FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Enjoyed the episode? Like, subscribe, and share it with a comic, actor, or podcast fan who’d appreciate a real conversation about stage time, social media, comedy hustle, and taking creative risks. #DannyFarber #VerticalFilmmaking #FilmIndustry #Directing #Acting #Storytelling #PlatformStrategy #CreativeCareers #FilmProduction #Microdrama
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From Teen Dad to Touring Comic: Willie Macc on Pain, Parenting & Punchlines
05/19/2026
From Teen Dad to Touring Comic: Willie Macc on Pain, Parenting & Punchlines
From Teen Dad to Touring Comic: Willie Macc on Pain, Parenting & Punchlines What happens when comedian Willie Macc sits down with Sarah J Halstead and Rich Chassler over a killer bottle of wine? You get one of the funniest, rawest, and most unexpectedly heartfelt episodes of Drinking During Business Hours. In this episode, Willie opens up about becoming a father at 16, building a career as a commercial actor, choosing the uncertain road of stand-up comedy, and why he’s betting on himself now more than ever. The conversation dives into parenting, religion, mental health, growing up under strict rules, being on the autism spectrum, and how pain can become powerful comedy material. They also talk about Willie’s upcoming special “Good Dad, Bad Father,” his relationship with his son, comedy club politics, and why the long road might be the real road. If you like comedy podcasts with real depth, big laughs, and zero fake energy, this episode is for you. Guest Info Willie Macc is a comedian, writer, actor, father, and “problem solver,” with his official site calling him “Your New Favorite Storyteller.” His X bio describes him as going “From BET College Hill to the commercial king and touring comic.” In the episode, Willie also shares that his special Good Dad, Bad Father is headed to Amazon Prime in July. Social Links Willie Macc Website: Willie Macc X: Willie Macc Facebook: In-episode handle/spelling: “Willie Mack on everything” — W-I-L-L-I-E M-A-C-C Drink of the Podcast 2017 Michel Chapoutier Costieres de Nimes A Rhône blend discussed in the episode as including Grenache, Syrah, Mourvedre, Cinsault, and Carignan. Sarah frames it as a special bottle from the cellar, opened because Willie is a guest they genuinely wanted to celebrate. Chapters 00:00 Intro, new glasses, upcoming shows 03:22 Opening the wine and welcoming Willie Macc 07:59 The casting advice that changed Willie’s commercial career 09:39 Why Willie is choosing stand-up over comfort 12:24 Becoming a dad at 16 and the origin of Good Dad, Bad Father 16:47 Religion, preacher-family pressure, and hard questions about faith 25:20 Willie’s son, parenting, and autism 36:43 Fathers, grandparents, discipline, and what changes over time 43:38 The stand-up grind and comedy club politics 46:20 Mental health, dark thoughts, and staying in the fight 48:20 Braille, perspective, and Willie’s dark comedy film idea 50:20 Questions for God, upcoming special, socials, and outro Drink of the Podcast 2017 Michel Chapoutier Costieres de Nimes A Rhône blend discussed in the episode as including Grenache, Syrah, Mourvedre, Cinsault, and Carignan. Sarah frames it as a special bottle from the cellar, opened because Willie is a guest they genuinely wanted to celebrate. Host Links FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! Enjoyed the episode? Like, subscribe, and share it with a comic, actor, or podcast fan who’d appreciate a real conversation about stage time, social media, comedy hustle, and taking creative risks. #DrinkingDuringBusinessHours #WillieMacc #SarahHalstead #RichChassler #PodcastClips #ComedyPodcast #StandUpComedy #GoodDadBadFather #ComedyLife #SingleDadStories #Fatherhood #EntertainmentPodcast #ComedianInterview #DarkComedy #BehindTheLaughs #PodcastRecommendations #ComedyFans #WineAndComedy #FunnyAndRaw #BetOnYourself
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Laurie Douglas on Comedy, Social Media, and Why Art Should Make People Uncomfortable
05/11/2026
Laurie Douglas on Comedy, Social Media, and Why Art Should Make People Uncomfortable
Laurie Douglas on Comedy, Social Media, and Why Art Should Make People Uncomfortable In this episode of , Sarah and Rich welcome for a funny, sharp, and honest conversation about comedy, acting, artistic risk, and what it really takes to build a career in entertainment. From the grind of getting stage time in Los Angeles to balancing stand-up with acting and self-promotion, Laurie shares a real look at the hustle behind the laughs. The episode also dives into how comedians use social media, why live audience response still matters, and why great art should make people feel something. Laurie brings a fearless perspective on finding your voice, creating your own opportunities, and staying authentic in a business that constantly demands reinvention. Guest Info is a Los Angeles-based actor, comedian, and writer who performs across the U.S. and internationally, including the Dubai Comedy Festival. Her credits include both seasons of Laff Mobb’s Laff Tracks on TruTV, multiple films on Amazon, and the short film The Hollies, which premiered at the Cannes Film Festival. Her Instagram bio describes her as a “Comedian•Actor•Gluten Advocate.” Featured Beverage Russian River Sauvignon Blanc Follow Laurie Instagram: … https://www.instagram.com/laurie.douglas Chapters 00:00 Intro and upcoming shows 03:51 Laurie Douglas’s journey into acting and comedy 06:37 Stage time, hustle, and building a following 08:36 Social media and the modern comedy grind 10:13 Art, risk, and why comedy should provoke 18:36 Acting vs. stand-up 23:27 Producing your own opportunities 29:17 Industry insights, future projects, and final thoughts FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎙️ 🎧 Please rate & review the podcast on your favorite platform it helps more than you know! Enjoyed the episode? Like, subscribe, and share it with a comic, actor, or podcast fan who’d appreciate a real conversation about stage time, social media, comedy hustle, and taking creative risks. #LaurieDouglas #DrinkingDuringBusinessHours #ComedyPodcast #StandUpComedy #WomenInComedy #ActingAndComedy #ComedyLife #HollywoodComedian #SocialMediaComedy #ArtShouldProvoke
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How Ben Gleib Reinvented Late Night on YouTube, Went Viral in Political Debate, and Helped Save Comedy During COVID
05/04/2026
How Ben Gleib Reinvented Late Night on YouTube, Went Viral in Political Debate, and Helped Save Comedy During COVID
How Ben Gleib Reinvented Late Night on YouTube, Went Viral in Political Debate, and Helped Save Comedy During COVID Hosts Sarah J. Halstead and Rich Chassler welcome comedian, creator, and disruptor Ben Gleib for a fast, funny, and surprisingly thoughtful conversation about career pivots, political courage, crowd work, and building comedy for a new era. Ben opens up about overcoming a childhood speech challenge, creating connection through stand-up, and why he’s always pushed beyond the expected lane. The conversation moves from live comedy and dating confidence to the deeper purpose behind making people laugh. This episode also dives into some of Ben’s biggest career swings, including his viral Charlie Kirk debate, the launch of Nowhere Comedy during the pandemic, and his newest ambition: Good Night with Ben Gleib, a digitally native late-night show built for YouTube. It’s a sharp, hilarious look at what happens when a comic combines talent, activism, and entrepreneurial instinct to build what traditional entertainment wouldn’t hand him. Guest Info Ben Gleib is a stand-up comedian, TV host, and creator known for sharp crowd work, high-energy storytelling, and building projects that sit at the intersection of comedy, media, and culture. In the episode, he discusses his work on Idiotest, his long path toward becoming a late-night host, his co-founding of Nowhere Comedy during COVID, and his launch of Good Night with Ben Gleib, a YouTube-first late-night show designed for a global interactive audience. Follow Ben … … … … https://www.youtube.com/@bgleib … … 🍷 Featured Beverage Riondo de-alcoholized sparkling wine a de-alcoholized bubbly the hosts use to kick off a fun conversation about the difference between non-alcoholic wine and de-alcoholized wine. Chapters Chapter timings below are adapted from the episode audio and your supplied outline. 00:00 Welcome + de-alcoholized wine vs. non-alcoholic wine 03:13 Meet Ben Gleib 05:00 Why great conversations deserve to be recorded 08:45 Dating, confidence, and being “cool” 13:15 Comedy, politics, and speaking your mind 16:28 The Charlie Kirk debate and going viral 23:27 Building Nowhere Comedy during COVID 31:30 Entrepreneurship, creativity, and doing “too much” 34:35 Childhood speech struggles and finding his voice 36:50 Crowd work, comedy instincts, and serving the audience 42:10 Old material, new material, and comedy philosophy 50:45 Ben’s biggest new project yet 52:28 Reinventing late night for YouTube 55:25 Where to find Ben and what’s next 🎙️ Hosts 📧 drinkingduringbusinesshours@gmail.com 🎙️ 🎧 Loving the show? Please rate and review on your favorite platform. Every single review helps us reach more listeners. FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! #DrinkingDuringBusinessHours #BenGleib #ComedyPodcast #LateNightTV #YouTubeComedy #StandUpComedy #CrowdWork #NowhereComedy #PoliticalComedy #PodcastShowNotes
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Fizaa Dosani on Going Viral Without Selling Out | Comedy, Culture & Mental Health
04/27/2026
Fizaa Dosani on Going Viral Without Selling Out | Comedy, Culture & Mental Health
Fizaa Dosani on Going Viral Without Selling Out | Comedy, Culture & Mental Health Stand-up comedy is changing fast and is right in the middle of that evolution. In this episode of , hosts and sit down with the comedian, actor, writer, and creator of for a funny, honest, and unfiltered conversation about authenticity, sobriety, social media, diversity in comedy, and the unpredictable future of stand-up. Fizaa opens up about building a career without losing her voice, why organic conversations matter more than polished performance, and how comedians are adapting to a world shaped by algorithms, short-form content, and shifting audience expectations. The episode also dives into mental health, family, creative balance, and the cultural impact behind , the nationally touring show and podcast she created in response to tokenism and underrepresentation in entertainment. If you care about stand-up comedy, podcasting, creator culture, representation, or what it really takes to stay authentic online, this episode is for you. About is a Los Angeles-based stand-up comic, actor, writer, and producer who has performed at major festivals including Netflix Is a Joke Festival, New York Comedy Festival, and SF Sketchfest. Her screen credits include The Lincoln Lawyer, Dear White People, Snowfall, How to Get Away With Murder, The Company You Keep, Pivoting, and S.W.A.T. She is also the creator of . Follow Website: Instagram: Linktree: Facial Recognition Comedy: If you enjoyed this conversation, like the video, subscribe to the channel, and drop a comment with your take on the future of stand-up comedy: Is authenticity winning over polish? Chapters 00:00 - Organic conversations vs scripted interviews 02:22 - From performance roots to comedy 04:34 - Self-worth, therapy, and balance in entertainment 06:49 - How comedians are adapting post-pandemic 09:12 - Mocktails, sobriety, and mental health 12:21 - Social media comedy: creating vs performing 15:19 - Diversity and inclusive lineups in stand-up 18:36 - Directing, acting, and behind-the-scenes industry insight 22:22 - Family, ambition, and choosing your own path 26:59 - The origins of Facial Recognition Comedy 31:42 - Building comedy community and supporting other comics 43:58 - Remembering comedy legends and their legacy 46:29 - Industry saturation and how comedy evolved 50:23 - How TV and the internet changed stand-up 54:50 - Balancing performing, producing, and evolving And if this episode made you laugh, think, or rethink the business of comedy, share it with a comic, creator, or podcast fan who needs to see it. #FizaaDosani #DrinkingDuringBusinessHours #ComedyPodcast #StandUpComedy #FacialRecognitionComedy #SarahJHalstead #RichChassler #ComedyIndustry #PodcastInterview #MentalHealthInComedy
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From ChoCo Krispies Commercials in Colombia to Netflix Is A Joke Fest: The Brittany Ross Story
04/20/2026
From ChoCo Krispies Commercials in Colombia to Netflix Is A Joke Fest: The Brittany Ross Story
From ChoCo Krispies Commercials in Colombia to Netflix Is A Joke Fest: The Brittany Ross Story Sarah J. Halstead and Rich Chassler sit down with the wonderfully funny and refreshingly honest Brittany Ross, a Los Angeles-based comedian, actress, writer, and podcast host whose life story reads like a comedy special waiting to happen. They kick things off with some Passover prep banter before diving into the kind of real, warm conversation this show does so well. Brittany opens up about navigating identity and religion as a self-described “late in life Jew,” the very specific chaos of being a working comedian and a mom at the same time, and how her comedy keeps evolving right along with her life. She walks us through a journey that starts with ChoCo Krispies commercials in Colombia as a kid, runs through a cheerleading scholarship in Hawaii, lands on the set of Forgetting Sarah Marshall, and eventually finds its true home on the stand-up stage. She also gets into the competitive world of voiceover work, why stand-up gave her back a sense of agency she never quite had as an actor waiting for the phone to ring, and the sheer Wonder Woman energy of comedian Jodi Miller, who clearly left a mark. Plus: merch, childhood hustles, the pandemic gut punch, and what it actually feels like when family life and a comedy career finally click into place. A genuinely heartfelt and hilarious hour with someone who figured out that the best move was just to create her own lane. 👤 Guest Bio Brittany Ross is a Los Angeles-based stand-up comedian, actress, writer, and podcast host with a career as colorful and surprising as her origin story. Born in Texas and raised across multiple countries, she booked her very first acting gig at age 6 in Bogota, Colombia: a ChoCo Krispies commercial in Spanish. She followed the hustle through several countries before landing at Hawaii Pacific University on a three-time national champion cheerleading scholarship. A TV and film acting class in Hawaii changed everything. She booked a role in Forgetting Sarah Marshall, packed up for Los Angeles, and spent the next decade building a steady TV comedy career, most notably playing Courtney in a recurring role on ABC’s The Middle, with appearances on 2 Broke Girls, The Rookie, and more. Craving the creative control that acting rarely offers, she discovered improv at UCB, fell in love with live performance, co-created The Craigslist Monologues, started performing at The Moth, and eventually landed in stand-up, where she found her people. She produces and hosts Awkward Stand Up, a monthly show at The Virgil in Silver Lake, and performed at the Netflix Is A Joke Fest. She also hosts Full Out, a podcast where she digs into the personal stories and passions of her guests. She is officially managed by her six-year-old daughter. Follow Brittany 🔗 | | 🎙️ Full Out Podcast: | | CHAPTERS 0:00 Introduction and Passover preparations 3:09 Welcoming Brittany Ross: a comedic journey begins 5:53 Balancing comedy and parenthood: the real talk 9:06 Navigating identity and religion: “I’m a late in life Jew” 11:59 How comedy material evolves as life changes 15:14 Acting background: from Colombia to Hawaii to Hollywood 18:00 Voiceover work: competitive, connection-driven, and not what you think 20:50 Why stand-up gives you something acting never can: control 24:59 The Wonder Woman of comedy: a tribute to Jodi Miller 25:55 The Full Out podcast: what it is and why she made it 26:47 Before the spotlight: personal stories and unexpected passions 28:34 Merchandising and the art of selling yourself 30:45 Childhood hustles: flips for tips and lemonade stands 32:49 Navigating parenthood and a comedy career at the same time 35:55 The pandemic’s impact on live stand-up and what came after 39:46 The path from acting to stand-up: patience, timing, and instinct 43:47 Finding the right balance between family life and the comedy road 46:05 Upcoming shows, future plans, and where to follow Brittany 📣 Calls to Action 🎙️ Listen to Brittany’s podcast Full Out on and 📲 Follow Brittany on | | 🎤 Catch Brittany live at Awkward Stand Up at The Virgil in Silver Lake: check for upcoming dates 🎧 Rate and review the show on your favorite podcast platform 🍷 Featured Beverage Raise a glass to Passover, parenthood, and the long winding road to finding your voice. 🎙️ Hosts Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform - it helps more than you know! 📧 drinkingduringbusinesshours@gmail.com 🎙️ 🎧 Loving the show? Please rate and review on your favorite platform. Every single review helps us reach more listeners. #DrinkingDuringBusinessHours #BrittanyRoss #StandUpComedy #ComedyPodcast #WomenInComedy #FullOutPodcast #Motherhood #ComedyMom #JodiMiller #Passover #NetflixIsAJokeFest #TheMiddleABC #ForgettingSarahMarshall #VoiceoverWork #AwkwardStandUp #ComedyAndParenting #LateInLifeJew #ComedianLife #ActingVsComedy #FindYourVoice
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We Drink for a Living But Not Tonight (Mocktail Episode)
04/15/2026
We Drink for a Living But Not Tonight (Mocktail Episode)
We Drink for a Living But Not Tonight (Mocktail Episode) No guest? No problem. Hosts Sarah J. Halstead and Rich Chassler fly solo in one of the most wide-ranging and entertaining episodes yet, fueled not by wine, but by Malto Benny’s Pink Grapefruit Sparkling Water. They dive deep into the shifting alcohol landscape: why Gen Z is putting down the bottle, the ongoing debate over wine’s health benefits, how premium wine is holding strong while budget bottles tank, and the unexpected role cannabis taxes played in nudging millennials back to booze. Then it’s tour recap time as they relive their recent Pacific Northwest comedy run, including a truly unforgettable front-row heckler who absolutely would not quit. The conversation evolves into a thoughtful breakdown of what it actually takes to move from featuring to headlining in stand-up, with shoutouts to comedy legend Zoe Friedman and the vital nonprofit Comedy Gives Back. They also make a passionate case for going back to the movies, share highlights from Pike Place Market in Seattle and a wine tasting in Woodinville, Washington, and close with a call for listener wine recommendations. Candid, funny, and surprisingly informative, this one’s a keeper. 🎤 About the Hosts Sarah J. Halstead and Rich Chassler are the co-hosts of Drinking During Business Hours, the podcast where comedy, wine, and real talk collide. Veteran stand-up comedians based in Los Angeles, Sarah and Rich have spent decades performing in clubs across the country and bring that hard-earned road wisdom to every episode, whether they’re interviewing industry legends or just catching each other up on life. This solo episode is proof that the best conversations don’t always need a guest. ⏱️ Key Topics & Timestamps Time Topic 0:00 Welcome & Mocktail Intro: Malto Benny Pink Grapefruit Sparkling Water 2:00 Is Alcohol Bad for You? The great wine health debate 6:30 Gen Z not drinking & the cannabis connection: how weed taxes boosted booze 10:00 Premium wine is thriving, cheap wine is not: what’s happening in the market 14:00 Pacific Northwest Comedy Tour recap: highlights from the road 17:00 The Heckler Story: the front-row nightmare they’ll never forget 21:00 Featuring vs. headlining: the real skill set required to level up in stand-up 24:00 Shoutouts: Pat Wilson, Zoe Friedman & 29:00 Why you should go back to the movies: a passionate defense of the theater experience 34:00 Seattle adventures: & 38:00 Listener love & a call for your best wine recommendations 📣 Calls to Action 🌐 Support Comedy Gives Back at … 🍷 Send your best wine recommendations to drinkingduringbusinesshours@gmail.com 🎭 See Sarah live at … 🎭 See Rich live at … 🍇 Plan a Woodinville wine tasting trip at … 🐟 Visit Pike Place Market in Seattle at … https://pikeplacemarket.org/ 🎬 Go to the movies – you know what to do 🎧 Rate & review the podcast on your favorite platform 📲 Follow the show on social media and join the conversation 🫧 Featured Beverage Malto Benny Pink Grapefruit Sparkling Water – the mocktail making its Drinking During Business Hours debut. Crisp, citrusy, and surprisingly episode-worthy. (Small-batch brand, ask your local specialty retailer.) 🎙️ Hosts 📧 drinkingduringbusinesshours@gmail.com 🎙️ 🎧 Enjoying the show? Please rate & review on your favorite platform – every review helps us reach more listeners! #DrinkingDuringBusinessHours #ComedyPodcast #WinePodcast #StandUpComedy #PodcastLife #WineLovers #Mocktail #SoberCurious #GenZVsAlcohol #WineHealth #PremiumWine #HecklerStories #ComedyTour #HeadliningComedy #PacificNorthwest #SeattleWine #WoodInvilleWinery #PikesMarket #ComedyGivesBack #MaltoBenny #MovieTheater #WineRecommendations #ComedianLife #PodcastRecommendations #WeeklyPodcast
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Meet Eric Guilmette: The Actor Rewriting the Rules of Hollywood One vertical At a Time
04/06/2026
Meet Eric Guilmette: The Actor Rewriting the Rules of Hollywood One vertical At a Time
Meet Eric Guilmette: The Actor Rewriting the Rules of Hollywood One vertical At a Time Hosts Sarah J. Halstead and Rich Chassler sit down with Los Angeles-based actor, producer, and poet Eric Guilmette one of the most prolific and buzzed-about names in the exploding world of vertical drama. A Massachusetts native who traded a math and economics degree and a likely Wall Street career for a one-way ticket to Australia, Eric’s path to Hollywood is anything but conventional. He went from fitness coaching on a laptop while globe-trotting, to modeling, to commercial acting, to becoming a bona fide star of the vertical series format leading 45+ micro-drama series on platforms including ReelShort, Pocket FM, Vigloo, DramaBox, and ShortMax. In this episode, Eric breaks down what vertical films actually are, why they’re changing the entertainment industry, what it’s like to produce your own content, and how he manages to also be a #1 Amazon bestselling poet. A genuinely fascinating conversation about creativity, reinvention, and seizing the future of media one phone screen at a time. Guest Bio Eric Taylor Guilmette is an American actor, producer, and poet based in Los Angeles, CA. Originally from the suburbs of Boston, Massachusetts, Eric studied mathematics and economics before catching the travel bug and ultimately finding his way to Long Beach, California where a spontaneous modeling test shoot ignited a career that has grown far beyond anything he imagined. Best known as one of the most successful actors in the vertical drama space, Eric has led 44 vertical series for all of the major micro-drama platforms. His standout titles include You Belong With Me (ReelShort), Chosen By Fate (Pocket FM), Campus Rivals (Vigloo which he also produced and which won Best Love Story at the Vertical Shorts Festival and Best Pinnacle Ensemble Story at the 2025 Vertical Awards), and Love & Blood (ReelShort which he co-created and produced). His most notable feature film, Tails of Christmas, premiered on Great American Family and Amazon Prime in December 2024. He also appeared in Dungeons of Ecstasy (Full Moon Features & Prime) and Sabotaging the Squad (Lifetime). Eric was voted the 2024 Vertical Legend and Best Actor in a Drama at the Vertical Drama Love Fan Awards, and won the Sapphire Vision Award at the 2025 Vertical Awards. He has also appeared on 200+ romance novel covers, including titles by J.T. Geissinger, Liz Tomforde, and Lexi C. Foss. His debut poetry book, sex and oatmeal, was released in August 2025 and debuted at #1 on Amazon New Releases for Poetry, with the audiobook and Kindle editions also hitting #1 in Poetry for several weeks. He has ranked as high as #75 overall on Cameo thanks to his devoted fanbase. “I’ve created a much bigger brand for myself than I thought I ever would. Being a successful poet has opened a lot of doors for me.” Connect with Eric 🔗 | https://www.instagram.com/erictaylorguilmette/ 🔗 Website | 🍹 Featured Beverage Drinking During Business Hours style raises a glass to the future of entertainment! Chapters 00:00 Introduction to Vertical Films and the Guest 02:58 The Evolution of Vertical Films 05:36 The Role of SAG in Vertical Films 08:43 Producing and Writing in the Vertical Space 11:17 Cultural Influences on Vertical Films 14:02 The Power of Poetry and Personal Expression 16:49 The Journey of an Actor and Poet 19:31 Community and Connection through Art 22:33 Future Projects and Upcoming Events 📣 Calls to Action 📱 Watch Eric’s vertical series on ReelShort, Pocket FM, Vigloo, DramaBox & ShortMax 🎄 Stream Tails of Christmas on Great American Family or Amazon Prime 📖 Read sex and oatmeal — available on Amazon (paperback, Kindle & Audible) 🎥 Follow Eric on Instagram 🌐 Visit his official site at 🎬 Book a Cameo from Eric for a personal video message #DrinkingDuringBusinessHours #EricGuilmette #VerticalDrama #VerticalFilms #ReelShort #PocketFM #Vigloo #MicroDrama #SexAndOatmeal #Poetry #TailsOfChristmas #LoveAndBlood #EntertainmentIndustry #FutureOfFilm #VerticalLegend
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10 Tonight Shows, One HBO Special, and 40 Years of Telling the Truth: The Unstoppable Cathy Ladman
03/30/2026
10 Tonight Shows, One HBO Special, and 40 Years of Telling the Truth: The Unstoppable Cathy Ladman
10 Tonight Shows, One HBO Special, and 40 Years of Telling the Truth: The Unstoppable Cathy Ladman Episode Summary Hosts Sarah J. Halstead and Rich Chassler sit down with veteran comedian, actress, writer, and comedy coach Cathy Ladman for a rich and deeply personal conversation spanning four decades in stand-up. A native New Yorker now based in Los Angeles, Cathy has appeared on The Tonight Show ten times — with Johnny, Jay, and Jimmy — and was the only female comic to appear on the final two anniversary shows of The Tonight Show Starring Johnny Carson. She’s won the American Comedy Award for Best Female Stand-Up Comic, headlined an HBO One Night Stand special, written for Roseanne and Caroline in the City, and appeared in films directed by Mike Nichols. In this candid and warmly funny episode, Cathy reflects on her earliest comedy influences (she memorized comedy albums at age 8), the turning points that shaped her career, navigating the comedy industry as a woman, the art and craft of writing jokes, and her upcoming solo show Does This Show Make Me Look Fat? — proving that after 40 years, she’s still evolving, still performing, and still utterly herself. 👤 Guest Bio Cathy Ladman is an award-winning stand-up comedian, actress, television writer, and comedy coach with one of the most accomplished and enduring careers in American comedy. Born October 15, 1955, and raised in New York, she fell in love with comedy at age 8 watching comedians on TV with her father and memorizing the entire Nichols & May Examine Doctors album performing selections for her mother at bedtime. Her stand-up career spans more than four decades of headline performances at top venues across the country. She is perhaps best known for her 10 appearances on The Tonight Show with Johnny Carson (1989–1992), Jay Leno, and Jimmy Fallon (2023) and for being the only female comedian on the last two Tonight Show anniversary specials. She won the American Comedy Award for Best Female Stand-Up Comic (1992), headlined her own HBO One Night Stand special and a Showtime special, appeared 6 times on The Late Late Show with Craig Ferguson, and earned a special on Dry Bar Comedy. As an actress, Cathy has appeared in two Mike Nichols films (What Planet Are You From? and Charlie Wilson’s War), as well as Don’t Tell Mom the Babysitter’s Dead, White Oleander, My Fellow Americans, and The Aristocrats. Her television credits include Mad Men, Curb Your Enthusiasm, Everybody Loves Raymond, Modern Family, Pretty Little Liars, Brothers & Sisters, Dr. Katz Professional Therapist, Politically Incorrect, and a recurring role in Caroline in the City. As a writer, she worked on Roseanne, Caroline in the City, The Caroline Rhea Show, The Wayne Brady Show, and co-wrote an episode of The King of Queens. She also performed Off-Broadway in J.A.P. The Princesses of Comedy and was in the 25th anniversary production of Last Summer at Bluefish Cove. Her current project is the upcoming solo show “Does This Show Make Me Look Fat?” The Los Angeles Times said it best: “Ladman has such clever, well-written material and such a breezy, unassuming delivery that it would be easy to overlook just how good she is: Her act seems effortless.” 📣 Calls to Action 🎤 See Cathy live — check upcoming dates at … https://www.cathyladman.com/ 📺 Watch her Dry Bar Comedy special for a taste of her brilliance 🎥 Subscribe to her YouTube channel for classic sets and clips: … https://www.youtube.com/user/cathyLadman 🌐 Explore Moon Tower Comedy Festival at … https://moontowercomedy.com/ ❤️ Follow Cathy: … … https://www.facebook.com/cathyladman Chapters 00:00 Introduction and Guest Introduction 02:40 Comedy and Personal Experiences 05:32 Wine and Relationships 08:19 Self-Care and Personal Growth 11:09 Comedy Journey and Family Dynamics 13:58 Early Influences and Career Beginnings 16:38 Navigating the Comedy Scene 19:25 Reflections on the Comedy Industry 22:29 The Evolution of Stand-Up Comedy 25:07 Women in Comedy and Personal Stories 29:31 The Journey to Stand-Up Comedy 37:27 Navigating the Comedy Scene 42:25 The Impact of The Tonight Show 48:52 The Art of Writing Comedy 52:33 Balancing Performance and Writing 57:22 Future Projects and Aspirations 🍷 Featured Beverage Wine - discussed warmly alongside relationship stories and self-reflection. FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! #DrinkingDuringBusinessHours #CathyLadman #StandUpComedy #WomenInComedy #TonightShow #HBO #ComedyPodcast #AmericanComedyAward #40YearsOfFunny #ComedyCraft #DoesThisShowMakeMeLookFat
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How a Comedy Legacy Shapes Today’s Industry: Zoe Friedman’s Mission
03/23/2026
How a Comedy Legacy Shapes Today’s Industry: Zoe Friedman’s Mission
How a Comedy Legacy Shapes Today’s Industry: Zoe Friedman’s Mission Hosts Sarah J. Halstead and Rich Chassler sit down with Zoe Friedman, comedy industry veteran, co-founder of Comedy Gives Back, former Late Show with David Letterman talent booker, and daughter of legendary Improv founder Budd Friedman. Zoe didn’t just grow up around comedy she grew up inside it, doing cartwheels on stage during Andy Kaufman’s Children’s Cabarets and getting homework help from Richard Pryor at the bar. From talent booking at Letterman to VP of Development at Comedy Central to co-founding the only nonprofit dedicated solely to the financial, mental health, and recovery needs of stand-up comedians, Zoe’s life is a master class in turning a legacy into a lifeline. This episode is a rich, warm, and illuminating conversation about the business behind the laughs, the people who make comedy possible, and why giving back to the comedy community isn’t just important, it's essential. Guest Bio Zoe Friedman is a Los Angeles-based comedy executive, co-founder of , and one of the entertainment industry’s most respected behind-the-scenes forces. The daughter of Budd Friedman, who opened the first comedy club in America The Improvisation in New York City in 1963, Zoe literally grew up in the greenrooms and bar stools of stand-up history, rubbing shoulders with Richard Pryor, Jay Leno, Andy Kaufman, and Jerry Seinfeld before most kids knew what a punchline was. Zoe launched her professional career as a talent booker and producer for the Late Show with David Letterman (1992–2000), helping shape one of the most iconic comedy platforms in television history. She then moved to Comedy Central as Director of Development, rising to VP of Development & Original Programming, before consulting for Jimmy Kimmel Live! (2012–2014) as a comedian development specialist earning the nickname “the Comic Whisperer” for her rare ability to connect with and develop stand-up talent. In 2010, alongside co-founders Amber J. Lawson and Jodi Lieberman, Zoe co-founded Comedy Gives Back the only 501©(3) nonprofit dedicated exclusively to stand-up comedians. The organization has granted over $1 million to more than 1,000 comedians, providing financial crisis relief, mental health therapy (in partnership with Didi Hirsch Mental Health Services), and chemical dependency treatment. She is also a co-producer of The Improv: 50 Years Behind the Brick Wall, a documentary featuring Jay Leno, Jerry Seinfeld, and Judd Apatow. Connect with Zoe … … Website … … Chapters 0:00 Opening, podcast growth milestones, host check-in 3:02 Wine story and guest introduction welcoming Zoe Friedman 5:48 Legacy of comedy: growing up at The Improv, Budd Friedman’s founding story 11:26 The evolution of comedy how the industry has shifted over decades 17:15 Business dynamics in comedy: booking, deals, and personal reflections 22:52 Childhood aspirations, early influences, and formative comedy memories 28:29 The currency of laughter what comedy means as a cultural force 30:15 The craft of stand-up: what makes a great comedian 32:22 The evolution of comedy and its modern challenges 35:12 Behind the scenes of comedy booking (Letterman, Kimmel, Comedy Central) 37:15 The importance of opportunity discovering and developing comedians 41:09 Comedy Gives Back: origin story, mission, and what the org provides 47:24 Supporting comedians in crisis mental health, financial relief, recovery 50:05 Building a sustainable future for the comedy community Projects & Resources Mentioned Project / Resource Description Link Comedy Gives Back 501©(3) nonprofit — financial relief, mental health & recovery for comedians Entertainment Community Fund Support org for actors & entertainment workers MusicCares Music industry equivalent of Comedy Gives Back Calls to Action 🌐 Visit to learn more, donate, or apply for support 🎭 Encourage your local comedy clubs to partner with Comedy Gives Back’s Club Network 🤝 Share resources and CGB information with struggling comedians in your network ❤️ Follow & support Zoe: | 🍷 Featured Beverage Wine for this episode — pair it with a conversation worth savoring. 🎙️ Hosts FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Website | Rich IG @richchassler FB @chasslerfans X @richchassler Website 📧 drinkingduringbusinesshours@gmail.com 🎧 Please rate & review the podcast on your favorite platform — it helps more than you know! #DrinkingDuringBusinessHours #ZoeFriedman #ComedyGivesBack #TheImprov #BuddFriedman #StandUpComedy #ComedyPodcast #MentalHealth #Philanthropy #LettermanShow #ComedyCentral #GivingBack
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I Don’t Want to Be Strong Today: Vanessa Graddick, The Social Worker Who Became a Comedian
03/16/2026
I Don’t Want to Be Strong Today: Vanessa Graddick, The Social Worker Who Became a Comedian
I Don’t Want to Be Strong Today: Vanessa Graddick, The Social Worker Who Became a Comedian Hosts Sarah J. Halstead and Rich Chassler sit down with the brilliantly funny and deeply thoughtful Vanessa Graddick, comedian, producer, social worker, and now published author. Vanessa opens up about starting comedy on November 1, 2006, after her mother’s cancer diagnosis, serving Allen Iverson at Applebee’s, performing for troops across Kuwait, Iraq, Afghanistan, South Korea, and Japan, and why she believes every human being should be required to work in a restaurant for 90 days. The conversation weaves between hilarity and genuine depth, touching on female safety on the road, the psychology of performance, and the powerful new affirmation journal she wrote I Don’t Want to Be Strong Today. 👤 Guest Bio Vanessa Graddick is a Los Angeles-based stand-up comedian, supervising producer, and author originally from St. Paul, Minnesota. A psychology major with a Master of Social Work (MSW), Vanessa brings a uniquely sharp, emotionally intelligent lens to her comedy fiercely funny, Midwest-grounded, and unapologetically edgy. She’s been a regular at the Comedy & Magic Club and the Laugh Factory, has performed for U.S. troops overseas, and has built an impressive producing career behind the scenes in Hollywood. Her credits include supervising producer on Miss Pat Settles It, and producer on Funny You Should Ask, Comics Unleashed (CBS/Paramount+), and Ida Rodriguez’s podcast Say What You Mean. Her debut book, I Don’t Want to Be Strong Today, is an affirmation journal now available on Amazon. 🔗 | Chapters 00:00 Welcome and Introduction 02:58 Comics Unleashed Experience 05:56 Guest Introduction: Vanessa Gratik 08:52 The Journey from Social Work to Comedy 12:00 First Stand-Up Experience 14:59 Plans for a Comedy Special 18:06 The Psychology of Comedy 20:53 Navigating Comedy and Personal Life 24:42 The Art of Bartending and Hospitality 31:24 Relationships and the Importance of Kindness 32:43 Navigating Career Paths in Comedy and Production 45:32 Empowerment Through Self-Publishing and Personal Growth 🍷Featured Beverage Napa Valley Sauvignon Blanc — Vanessa’s favorite grape, shared with the hosts during the episode. Special thanks to Doug Bass at Bass Hole Studios for recording. #DrinkingDuringBusinessHours #VanessaGraddick #StandUpComedy #IDontWantToBeStrongToday #WomenInComedy #ComicsUnleashed #MissPat #Affirmations #ComedyPodcast
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We’ve All Been One - Doug Bass Gets Real
03/06/2026
We’ve All Been One - Doug Bass Gets Real
We’ve All Been One - Doug Bass Gets Real Grab your favorite glass and pull up a chair this week, comedians and husband-and-wife duo and welcome a familiar face to the DDBH couch: LA-based comedian, actor, and podcast host . You may remember Doug from when Sarah and Rich were guests on his show The Basshole Podcast — in what Doug himself called “the first time a married couple has ever graced the show.” Now the tables are turned, the wine is poured, and Doug is spilling everything about building a comedy brand from the ground up, the art of getting people to share their most embarrassing stories, and what it really takes to survive and thrive in the entertainment industry. GUEST is a stand-up comedian, actor, director, and podcaster based in Los Angeles, originally from Cedar Grove, New Jersey. He trained at The Groundlings, UCB, and IO West, performs regularly at major LA clubs including the Hollywood Improv, and has appeared on national television and in commercials. Doug is the creator and host of a live stand-up and storytelling experience turned hit podcast where comedians, actors, celebrities, and everyday people share their best a**hole stories, get roasted and judged, and then try to redeem themselves. Past performers on the live show include Jo Koy, Kevin Hart, John Mulaney, Tom Arnold, Mary Lynn Rajskub, Jamie Kennedy, Alonzo Bodden, Kimiko Glenn, Brittany Furlan, and Mindy Sterling. He also owns and operates Basshole Podcast Studio in West Hollywood, a fully equipped recording space available to independent podcasters. Connect with Doug: 🌐 🎧 🎧 📸 Instagram: 📸 Show Instagram: CHAPTERS 00:00 Introduction and Personal Updates 01:15 Milestone: First Monetized Episode 02:20 The Role of Basshole Studios in Success 03:18 Guest Introduction: Doug Bass 06:57 The Basshole Show: Concept and Evolution 08:34 COVID-19 Impact and Podcast Growth 10:43 On the Road: Touring the Show 12:35 Building a Podcast Studio at Hollywood Improv 14:25 Challenges of Podcasting and Monetization 16:10 Celebrity Podcasts and Industry Trends 18:23 Balancing Acting and Diversification 20:05 Wine Tasting and Storage Insights 22:18 The Art of Wine Collecting and Cellaring 25:57 Doug Bass: From Theater to Entertainment 27:44 Lessons from Acting and Industry Advice 29:59 The Future of Podcasting and Content Creation 32:00 Closing Remarks and Guest Socials CONNECT W/ THE HOSTS Sarah J. Halstead and Rich Chassler are comedians, podcasters — and husband and wife. Together they host Drinking During Business Hours, where guests from the worlds of entertainment, food, wine, and culture sit down for real conversations over a drink (or two). Their warmth, wit, and genuine curiosity make every episode feel like a night out with your funniest friends. Sarah J. Halstead — on all platforms Rich Chassler — on all platforms 📧 Email: drinkingduringbusinesshours@gmail.com DID YOU LOVE IT? Please subscribe, rate, and leave a review wherever you listen — it makes a huge difference and helps Sarah and Rich bring incredible guests like Doug to you every week. And while you’re at it, go check out The Basshole Show — you won’t regret it. Cheers! 🥂 Drinking During Business Hours — Where Comedy & Fine Wine Meet. #Viral #Trending #FunnyAF #MustListen #PodcastRecommendations #FYP #ForYouPage #Reels #PodcastClip #Funny #Comedy #LOL #TrueStory #RealTal
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My Dad’s in Jail, My Girlfriend Left Me, and I Became a Comedian: The Arturo Vaca Story
02/25/2026
My Dad’s in Jail, My Girlfriend Left Me, and I Became a Comedian: The Arturo Vaca Story
My Dad’s in Jail, My Girlfriend Left Me, and I Became a Comedian: The Arturo Vaca Story In this fresh and funny conversation, hosts Sarah J. Halstead and Rich Chassler welcome rising comedian and viral content creator Arturo Vaca for an honest, hilarious deep-dive into the unlikely road from the Valley to the comedy stage. Born and raised in Van Nuys, Arturo’s path to stand-up wound through teenage delinquency, a short-lived skateboarding career, two years of MMA fighting (including a trip to Thailand), and the kind of hard family circumstances that either break you or become your best material. In just two years back at the mic, Arturo has amassed over 83,000 Instagram followers, is headlining his own shows, and is dipping his toes into acting all while using his grandfather’s house as his production studio. Raw, relatable, and refreshingly humble, this episode is a masterclass in grinding with nothing to fall back on. GUEST Arturo Vaca is a 27-year-old Van Nuys-born stand-up comedian, viral content creator, and aspiring actor who has taken the LA comedy scene by storm in just two years. Inspired by Kevin Hart’s ability to turn a dark childhood into unforgettable comedy, Arturo mines his own turbulent upbringing, a father incarcerated for drug trafficking, teenage struggles, a brief MMA career, and a staph infection scare for material that is equal parts gut-punch and gut-laugh. Currently headlining his own shows and growing rapidly across all social platforms, Arturo is one of the most exciting emerging voices in comedy today. Connect with Arturo: Instagram: TikTok: YouTube: BEVERAGE OF THE EPISODE Arturo: Coke Zero Sarah & Rich: San Benedetto Flat Mineral Water CHAPTERS 00:00 Introduction and Guest Introduction 03:00 The Comedy Scene and Personal Background 05:52 Early Life and Family Dynamics 09:04 Transitioning to Comedy and MMA Background 11:50 Content Creation Journey 15:11 Social Media and Audience Engagement 17:49 Finding Humor in Personal Struggles 21:11 The Importance of Consistency in Comedy 23:58 Future Aspirations and Upcoming Shows FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @richchassler 📧 Email: drinkingduringbusinesshours@gmail.com ⭐ Rate & Review on all podcast platforms — it takes one second and means everything! #DrinkingDuringBusinessHours #ArturoVaca #StandUpComedy #ContentCreator #VanNuys #MMA #RisingComedian #LaughFactory #Flappers #ViralComedy #ComedyPodcast #NewComedy #LAComedy
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Adam Ferrara on Comedians, Carburetors & Carnegie Hall: A Working-Class Hero's Guide to Showbiz
02/18/2026
Adam Ferrara on Comedians, Carburetors & Carnegie Hall: A Working-Class Hero's Guide to Showbiz
Adam Ferrara on Comedians, Carburetors & Carnegie Hall: A Working-Class Hero's Guide to Showbiz In this heartfelt and hilarious conversation, veteran stand-up comedian and actor Adam Ferrara joins hosts Sarah J. Halstead and Rich Chassler for a deep dive into the entertainment industry, family influences, and the art of survival in show business. From performing at mobster-run comedy clubs in Brooklyn to landing recurring roles on major network shows, Adam shares candid stories about his Italian-American upbringing, his father's life-changing advice, and why being funny in the office doesn't make you a comedian. The episode touches on everything from vintage cars and Carnegie Hall to the emotional reality of watching your parents age while pursuing your creative dreams. About Adam Ferrara Adam Ferrara is a veteran stand-up comedian, actor, and podcaster who has spent over three decades mastering authentic storytelling across every entertainment platform. Best known for his recurring roles on Nurse Jackie (Netflix), NCIS as "Sloppy Joe Sammy," and Rescue Me, Adam represents the last generation of comics who cut their teeth in mob-run Brooklyn clubs before graduating to Carnegie Hall. His podcast "The Adam Ferrara Podcast" features intimate conversations with guests like Nathan Lane, Ann Wilson, and Billy Gibbons, capturing the warmth of friends laughing around a dinner table. A Long Island native splitting time between LA and NYC's West Village, Adam brings blue-collar authenticity and hard-won wisdom to everything he does—whether sharing his father's life-changing advice ("Do it now, before your life gets complicated"), discussing vintage cars, or explaining why being funny in the copy room doesn't make you a comedian. Connect: on all platforms ... for tour dates ... on all platforms Chapters 00:00 Welcome to the New Year 02:42 Celebrating Growth and Community 05:27 Bagels and Lox: A Culinary Surprise 08:23 The Life of a Stand-Up Comedian 11:02 Navigating the Acting World 14:03 Memorable Experiences in Comedy 16:47 The Importance of Mentorship 19:29 The Evolution of Podcasting 22:15 Connecting with Celebrities 24:58 Family Influence and Personal Growth 27:39 The Journey of a Stand-Up Comedian 30:23 Reflections on Life Choices 33:17 The Role of Comedy in Coping 36:01 Advice for Aspiring Comedians 38:48 The Changing Landscape of Entertainment 41:50 Final Thoughts and Farewell FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @richchassler #adamferrara #topgear #ncis #standupcomedy #comedian
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From Magic Castle to Broadway: Michael Shayan’s Journey as The Gay Persian Who Plays His Own Mother
02/09/2026
From Magic Castle to Broadway: Michael Shayan’s Journey as The Gay Persian Who Plays His Own Mother
In this delightful and heartfelt conversation, hosts Sarah J. Halstead and Rich Chassler welcome Emmy-nominated actor, writer, and magician Michael Shayan for an engaging discussion about family, identity, theater, and the transformative power of storytelling. From his early days as a 12-year-old magician at the Magic Castle to his critically acclaimed one-man play about his Persian mother, Michael shares his remarkable journey through entertainment with humor, vulnerability, and grace. Michael Shayan - Emmy-nominated writer, actor, and former magician Instagram: https://www.instagram.com/michaelshayan Follow him on all platforms: Michael Shayan Current Project: Audible play “Cruising” featuring Christine Baranski and Tituss Burgess (available now on Audible) Chapters 00:00 Introduction and Family Dynamics 03:04 The Magic of Performance and Personal Stories 05:40 Exploring Identity and Coming Out Experiences 08:27 Theater and Relationships with Family 11:04 Creating a Play from Personal History 13:57 The Journey of a Play: From Concept to Stage 16:25 The Impact of Cultural Stories in Theater 19:11 The Role of Humor in Addressing Serious Topics 22:09 Theater as a Healing Experience 24:59 Broadway Dreams and Future Projects 27:47 Navigating the World of Performance 30:28 The Joy of Performing and Audience Connection 33:13 Reflections on Success and Adversity 36:08 Closing Thoughts and Future Endeavors PROJECTS MENTIONED “Avaaz” - Michael’s one-man play about his Persian mother National tour continuing through 2025 Upcoming: Theatre J in Washington DC (June 2025) Directed by Moritz von Schipnagel (Tony-nominated) Set design by Bill Wolf Barrett (Tony winner) “Book of Queer” (HBO) - Emmy-nominated documentary series Michael served as writer and consulting producer “Drunk history but for queer history” Features celebrities reenacting LGBTQ+ historical moments “Cruising” (Audible) - Available now Audio play starring Michael Shayan, Christine Baranski, and Tituss Burgess Available on Audible “The Big Everything” (Short Film) Directed by Sal Paskowitz Starring Michael Shayan, Bradley Whitford, and Jimmy Wolk Produced by Andrew Carlberg and Gil Cates Jr. Playing the festival circuit Upcoming Broadway Debut - Details TBD Featuring “some of the finest actors in New York” Under NDA at time of recording Michael’s warmth, humor, and vulnerability make this a deeply engaging conversation that moves from hilarious to heartfelt and back again. Whether you’re a theater lover, someone with “mom stuff,” or just appreciate a good story told beautifully, this episode delivers. FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @richchassler #DrinkingDuringBusinessHours #MichaelShayan #AvaazPlay #PersianStories #Broadway #Theater #Magic #LGBTQStories #HBO #EmmyNominated
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Navigating the Comedy Scene with Jeremy Hotz
01/30/2026
Navigating the Comedy Scene with Jeremy Hotz
Join hosts Sarah J Halstead and Rich Chassler for a hilarious and honest conversation with legendary Canadian comedian Jeremy Hotz! In this episode, Jeremy opens up about living with generalized anxiety disorder while maintaining a successful comedy career, his viral TikTok explosion in Africa, why he travels with his emotional support chihuahua Shaq, and the real story behind his career-defining moments on Letterman and The Tonight Show. From writing for The Daily Show to starring in the iconic Canadian series "The Newsroom," Jeremy shares behind-the-scenes stories from Speed 2, working with Sandra Bullock, and why comedy competitions don't work. Plus: hilarious tales from the Melrose Gelson's, parking lot muggings at the Improv, and why New York summers are unbearable. Whether you're a comedy fan, aspiring comedian, or just love authentic conversations about mental health and show business, this episode delivers laughs and real talk in equal measure. Featured Guest Jeremy Hotz is an internationally renowned stand-up comedian, actor, and former writer for The Daily Show. Known for his neurotic, observational comedy style, Jeremy has performed on Letterman, The Tonight Show with Jay Leno, and starred in the critically acclaimed Canadian series "The Newsroom" (which won multiple awards). His film credits include Speed 2: Cruise Control with Sandra Bullock. Despite living with generalized anxiety disorder, Jeremy has built a thriving international comedy career, recently experiencing viral success on TikTok throughout Africa. He tours extensively in Canada and is planning his first-ever African tour. Jeremy never travels without his emotional support chihuahua, Shaq. Find Jeremy Hotz: Official Website: TikTok: @JeremyHotz (HUGE following in Africa!) Instagram: @JeremyHotz Twitter/X: @JeremyHotz YouTube: Jeremy Hotz Comedy Chapters 0:00 - Welcome Back & Recent Updates 2:50 - Introducing Jeremy Hotz 5:00 - Why Beer Instead of Wine 6:30 - Living with Anxiety & Social Situations 9:15 - Meet Shaq: The Emotional Support Chihuahua 12:20 - The Newsroom & Speed 2 Stories 16:45 - Lucky Break: Episode 13 Award Win 19:30 - Starting Stand-Up at 18-19 22:40 - Getting Letterman & Tonight Show 27:15 - Finding Your Comedy Voice 31:20 - New York vs LA Life 36:50 - Comedy Club Stories & Improv Tales 41:30 - Going Viral on TikTok in Africa 45:20 - Auditions & Industry Advice 49:40 - Television Industry Problems 53:15 - Celebrity Stories & Gelson's Tales 56:30 - Upcoming Tour Dates 58:45 - Final Thoughts & Wrap-Up FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @richchassler #JeremyHotz #StandUpComedy #MentalHealthAwareness #ComedyPodcast #AnxietyAndSuccess #TikTokComedian #DrinkingDuringBusinessHours #CanadianComedy #EmotionalSupportDog #LettermanStories
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The Grind of Comedy with Dean Delray
01/20/2026
The Grind of Comedy with Dean Delray
The Grind of Comedy with Dean Delray In this episode of “Drinking During Business Hours,” hosts Sarah J Halstead and Rich Chassler sit down with veteran comedian and podcaster Dean Delray for an honest, inspiring conversation about the comedy hustle. Fresh from a memorable road trip complete with incredible food stops (including the legendary Rose’s Cantina in El Paso), the hosts dive deep into Dean’s journey through the stand-up world. Dean shares the story behind his groundbreaking new comedy special “5836,” filmed in a Tennessee cave, and discusses why self-production has become essential in today’s entertainment landscape. This episode is packed with hard-earned wisdom, hilarious stories, and a raw look at what it takes to survive FEATURED GUEST Dean Delray - Stand-Up Comedian, Podcaster, and Host of “Let There Be Talk” IG @deandelray X @deandelray Website Podcast Let There Be Talk Dean Delray is a veteran stand-up comedian known for his authentic, high-energy performances and his popular podcast Let There Be Talk, where he interviews fellow comedians, musicians, and artists. With decades of experience grinding it out on the road, Dean represents the true working comedian, someone who’s built a career through relentless perseverance, authenticity, and an unwavering love for the craft. His latest special “5836” showcases his unique approach to comedy production and his commitment to doing things his own way. CHAPTERS 00:00 - Welcome Back and Road Trip Tales 02:43 - Introducing Dean Delray 04:56 - Dean’s New Special: 5836 10:15 - The Grind of Comedy and Perseverance 19:31 - Influences and Early Days in Comedy 29:16 - Navigating the Industry and Staying Authentic 39:02 - Closing Thoughts and Future Plans FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @richchassler #StandUpComedy #Comedian #ComedyPodcast
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The Legacy of Lenny Bruce with Ronnie Marmo
01/09/2026
The Legacy of Lenny Bruce with Ronnie Marmo
The Legacy of Lenny Bruce with Ronnie Marmo Join hosts Sarah Halstead and Rich Chassler in a captivating conversation with actor, writer, and Artistic Director Ronnie Marmo as they explore the enduring legacy of legendary comedian Lenny Bruce. This episode delves deep into the world of boundary-pushing comedy, the art of performance, and why Bruce’s revolutionary work remains vital in today’s cultural landscape. Marmo, who has performed his acclaimed one-man show “I’m Not A Comedian… I’m Lenny Bruce” over 412 times, shares intimate insights into bringing this iconic figure to life on stage and the challenges of preserving authentic, controversial material in modern theater. Featured Guest Ronnie Marmo - Actor, Writer, Director, and Artistic Director of Theatre 68 (Los Angeles & New York City) IG: @ronniemarmo ... X: @realronniemarmo ... Ronnie Marmo is a bi-coastal theater artist best known for his critically acclaimed portrayal of Lenny Bruce in “I’m Not A Comedian… I’m Lenny Bruce,” directed by Joe Mantegna. With over 412 performances to his credit, Marmo has dedicated himself to keeping Bruce’s legacy alive and relevant. As Artistic Director of Theatre 68, he creates spaces for bold, meaningful theatrical experiences while teaching acting classes internationally via Zoom. Chapters 00:00 - Introduction and Guest Introduction 02:52 - Theater and Performance Insights 05:58 - Lenny Bruce’s Legacy and Impact 08:42 - Navigating Controversial Material 11:42 - Personal Journey and Career Development 14:17 - Theater Group and Community Engagement 17:20 - Audience Reactions and Performance Challenges 19:56 - Cultural Relevance of Lenny Bruce Today 22:52 - Final Thoughts and Future Projects FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead FB @sarahjhalsteadcomic X @sarahjhalstead Rich IG @richchassler FB @chasslerfans X @ #lennybruce #standupcomedy #ronniemarmo
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From Acting to Award-Winning Director: Jamie Anderson on 30 Years in Hollywood, Meditation & Making Provocative Art
12/31/2025
From Acting to Award-Winning Director: Jamie Anderson on 30 Years in Hollywood, Meditation & Making Provocative Art
Jamie Anderson explores the journey of transitioning from acting to directing, the importance of joy in creative work, and the power of networking in the film industry. They discuss the role of meditation in maintaining mindfulness and creativity, as well as the significance of creating provocative art that sparks conversation. Jamie shares insights into her upcoming projects and the creative process, emphasizing the importance of relationships and doing what makes you happy. Where to Watch: Me Too Nice (short film) - Available on Amazon Prime Follow Jamie: Instagram: @JamieAndersonFilm Chapters 00:00 Introduction and Guest Introduction 02:59 Transitioning from Acting to Directing 05:28 The Importance of Joy in Creative Work 08:29 Navigating the Film Industry 11:27 The Power of Networking and Relationships 14:05 Meditation and Mindfulness in Creativity 16:59 Upcoming Projects and Creative Process 19:27 Controversial Art and Provocation 22:22 Conclusion and How to Connect #FilmDirector, #WomenInFilm, #HollywoodPodcast, #IndependentFilmmaker, #Filmmaking, #CreativeCareer, #MeditationForCreatives, #HollywoodInsider, #Screenwriter
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From Dance to Comedy: Mitsy Sanderson's Journey
12/20/2025
From Dance to Comedy: Mitsy Sanderson's Journey
In this episode of 'Drinking During Business Hours', hosts Sarah Halstead and Rich Chassler welcome comedian and content creator Mitsy Sanderson. The conversation explores the journey of Mitzi from her early aspirations in dance and fashion to her rise as a viral sensation on social media. They discuss the impact of the pandemic on creative careers, the competitive nature of comedy, and the representation of women in the industry. Mitzi shares her experiences with stand-up comedy, the challenges of maintaining relevance in the digital age, and her future aspirations in acting and content creation. Check out Mitsy on Socials IG @mitsysanderson TikTok @mitsy270 Chapters 00:00 Introduction and Holiday Cheer 02:49 Guest Introduction: Mitzi Sanderson 05:41 The Journey of a Content Creator 08:29 Navigating Social Media and Stand-Up Comedy 11:20 The Impact of the Pandemic on Careers 14:02 The Evolution of Comedy and Female Representation 16:42 The Competitive Nature of Comedy 19:39 Future Aspirations and Projects 22:26 Closing Thoughts and Social Media Presence #mitsysanderson #comedian #dancer #podcast
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