We've All Been One  - Doug Bass Gets Real episode artwork

EPISODE · Mar 6, 2026 · 35 MIN

We've All Been One - Doug Bass Gets Real

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

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

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We've All Been One - Doug Bass Gets Real

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This episode was published on March 6, 2026.

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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...

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