We’ve All Been One - Doug Bass Gets Real
Release Date: 03/06/2026
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info_outlineWe’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:
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📸 Instagram: @dougbasshole
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📸 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.
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Sarah J. Halstead — @SarahHalstead on all platforms
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Rich Chassler — @RichChassler on all platforms
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📧 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.
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