Drinking During Business Hours with Sarah Halstead and Rich Chassler | Where comedy & fine wine meet!

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 cathyladman.com … 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: @cathyLadman … https://www.youtube.com/user/cathyLadman 🌐 Explore Moon Tower Comedy Festival at moontowercomedy.com … https://moontowercomedy.com/ ❤️ Follow Cathy: Instagram @cathyladman1 … https://www.instagram.com/cathyladman1/ Facebook … 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 https://www.instagram.com/sarahhalstead/?hl=en FB @sarahjhalsteadcomic https://www.facebook.com/sarahjhalsteadcomic/ X @sarahjhalstead https://twitter.com/sarahjhalstead Website @SarahHalstead | sarahjhalstead.com Rich IG @richchassler https://www.instagram.com/richchassler/ FB @chasslerfans https://www.facebook.com/Chasslerfans/ X @richchassler https://x.com/richchassler Website richardchassler.com 📧 [email protected] 🎧 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

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 Comedy Gives Back, 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 Instagram: @wowiezowie … https://www.instagram.com/woweezowie Facebook … https://www.facebook.com/zoefriedman Website … comedygivesback.com … https://comedygivesback.com/ 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 comedygivesback.com Entertainment Community Fund Support org for actors & entertainment workers entertainmentcommunity.org MusicCares Music industry equivalent of Comedy Gives Back musiccares.org Calls to Action 🌐 Visit comedygivesback.com 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: @wowiezowie on Instagram | Facebook 🍷 Featured Beverage Wine for this episode — pair it with a conversation worth savoring. 🎙️ Hosts FOLLOW US ON SOCIALS! Sarah IG @sarahhalstead https://www.instagram.com/sarahhalstead/?hl=en FB @sarahjhalsteadcomic https://www.facebook.com/sarahjhalsteadcomic/ X @sarahjhalstead https://twitter.com/sarahjhalstead Website @SarahHalstead | sarahjhalstead.com Rich IG @richchassler https://www.instagram.com/richchassler/ FB @chasslerfans https://www.facebook.com/Chasslerfans/ X @richchassler https://x.com/richchassler Website richardchassler.com 📧 [email protected] 🎧 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

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. 🔗 Instagram: @VanessaGraddick | vanessagraddick.com 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

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 Sarah J. Halstead and Rich Chassler welcome a familiar face to the DDBH couch: LA-based comedian, actor, and podcast host Doug Bass. 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 Doug Bass 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 The Basshole Show 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: 🌐 bassholeshow.com 🎧 Basshole with Doug Bass on Spotify 🎧 Basshole with Doug Bass on Apple Podcasts 📸 Instagram: @dougbasshole 📸 Show Instagram: @bassholeshow 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 — @SarahHalstead on all platforms Rich Chassler — @RichChassler on all platforms 📧 Email: [email protected] 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

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: @arturo.vaca TikTok: @arturovacacomedy YouTube: Arturo Vaca Comedy 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 https://www.instagram.com/sarahhalstead/?hl=en FB @sarahjhalsteadcomic https://www.facebook.com/sarahjhalsteadcomic/ X @sarahjhalstead https://twitter.com/sarahjhalstead Rich IG @richchassler https://www.instagram.com/richchassler/ FB @chasslerfans https://www.facebook.com/Chasslerfans/ X @richchassler https://x.com/richchassler 📧 Email: [email protected] ⭐ 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