Sarah Halstead
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.
Where to listen?
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Episodes
Dr. Bronner's, Two Cats, and One Very Slippery Situation 10.12.2025 36:15
Sarah and Rich recount their cats' Dr. Bronner's slip-and-slide disaster, reveal new stand-up tour dates, confront a surprise social media troll (hi, Dad), and debate whether deer are overpopulated or just losing real estate. Comedy, chaos, and questionable wildlife facts - all in one glass of Cabernet Franc.
The One-Liner King: Brian Kiley on Conan, Letterman & the Oscars 03.12.2025 49:19
Comedian and one-liner master Brian Kiley joins Sarah and Rich over yummy mocktails to share stories from his decades-long career. He's written for Conan O'Brien, performed on David Letterman and Jay Leno, and crafted jokes for the Academy Awards. With 16 Emmy nominations and one win, plus a viral Dry Bar Comedy special, Brian reveals the art of crafting punchlines that land, performing clean, raz...
Dan Dunn: The Story Behind the Stories 27.11.2025 46:11
Sarah and Rich welcome celebrated writer, journalist, and raconteur Dan Dunn, whose compelling persona has made him a standout in books, podcasts, and storytelling everywhere. Dan reflects on some of the most memorable moments of his career: his appearance on Conan O'Brien with a mouthful of bacon, his time writing for Playboy, and the inspiration behind his bestselling book, American Wino, includ...
Pregnant, Poured, and Unfiltered: Lucia Ford on Sips, Sommelier Life and the CIA 18.11.2025 44:00
Join Sarah and Rich as they sit down with the very pregnant and wildly charming "affordable Sommelier" Lucia Ford. From what a sommelier can actually drink while expecting to her CIA training and content-creator life, Lucia keeps the laughs-and the mocktails-flowing...and proves why she still out-tastes everyone in the room.
Drinking During Dojo Hours with Cobra Kai's Dan Ahdoot 11.11.2025 40:55
Sarah and Rich pour laughs and glasses with Cobra Kai's own Dan Ahdoot for a conversation that's equal parts comedy, wine, and "no mercy." They talk about why Dan is moving back to New York, dining adventures with Ralph Macchio, and even the secrets of "inside wine trading." Grab a glass, settle in, and join them for a mix of comedy, storytelling, and great wine - with a splash of mischief.
We're Back! 03.11.2025 37:23
After a long (and much-needed) hiatus, Sarah Halstead & Rich Chassler return to the mic - married, refreshed, and with more stories than ever. In this comeback episode, the newlyweds spill everything: why they pressed pause, what life on the road as a two-comedian household is really like, and how they've been juggling love, laughter, and learning how to rest in a world that never slows down. They...
Episode 84: Robby Helperin 15.04.2024 40:38
Sarah and Rich are back for their first show as a married couple! On this special edition, it is time to pop the champagne as the newlyweds welcome the man behind the music at their fabled nuptials! Robby Helperin runs Spotlight Music, an incredibly unique and amazing company that supplies insanely skilled musicians for weddings and other events. Hear about the wedding, a big hurdle Sarah and Rich...
Episode 83: Katie Cazorla 25.03.2024 1:14:51
Sarah and Rich welcome comedian, animal rights advocate, and super-entrepreneur Katie Cazorla to the cellar for a conversation as opulent as a fine Cabernet! Get big laughs as Katie shares stories about her French speaking father, pregnancy, and opening up her own comedy club. Plus, get excellent tips on how to be a true friend to animals and why you should never hitchhike in Elmira, NY! Cheers!
Episode 82: Tom Thakkar 11.03.2024 1:04:56
On this episode, Sarah and Rich welcome comedian Tom Thakkar to the cellar for an in-depth conversation about the comedy scene! Tom shares his perspective on the differences between doing comedy in L.A., New York, and the Midwest. Also, how dark is too dark? No, we're not talking about a pinot noir...get insight into Tom's sense of humor, his process, and how he has tweaked some material when he r...
Episode 81: Greg Simms 26.02.2024 57:56
Sarah and Rich welcome K-Earth 101's Greg Simms for a chat about his culinary exploits on his @grubwithgreg social accounts and some good nosh! Rich, Sarah, and Greg also gab about modern oldies stations, how Greg broke into the radio business, and so much more! Roll your sleeves up and get ready for some big bites on this food and wine edition of DDBH! Cheers!
Episode 80: Natalia Reagan 13.02.2024 58:50
Sarah and Rich are zoomin' back into the cellar and this time they welcome comedian and primatologist Natalia Reagan to the show! Find out about Natalia's unique spin on the science of comedy by implementing science comedy. Also, hear about some harrowing tales involving car crashes and animal attacks! This is an absolute blast of an episode with one of the most fascinating comedians out there tod...
Episode 79: Cake Extortion 30.01.2024 26:05
As Dry January comes to a close, Sarah and Rich sit down to discuss the most dangerous couple's activity in the known world...wedding planning! Find out what Sarah and Rich are doing to prepare for the big day, what's coming up at the next big Bottle Shock Comedy show, and why the wedding cake business is completely out of control. Cheers!
Episode 78: Peter Mehlman 15.01.2024 49:22
It may be "Dry January," but the fun continues down in the cellar, as this week comedian/writer/producer Zooms in to chat with Sarah and Rich! Find out how Peter got to work on (arguably) the greatest sitcom ever, with stories from behind the scenes during his time on Seinfeld . Also, get another high-level comedy talk, as Sarah, Rich, and Peter discuss differences in approach to the craft when it...
Episode 77: Garrick Bernard 02.01.2024 1:04:33
This week, Sarah and Rich kick off the new year by welcoming with comedian/writer/actor, Garrick Bernard to talk standup and what it is currently like in some of TVs best writer's rooms. Grab a drink and go behind the scenes on some of TV's biggest shows as Garrick gives us a glimpse into writing for Solar Opposites , Star Trek: Lower Decks , and Rick and Morty . Also, if you want a thorough comed...
Episode 76: A Hey Hey Hey and a Ho Ho Ho! 19.12.2023 42:06
It's the holiday season and this week, Sarah and Rich are down the cellar sharing a glass and some laughs about wedding planning, the perils of doing comedy on the road, and lovely little holiday party at the Hollywood Improv. Also, find out why Rich is a sucker for a sappy Christmas movie. Let the wine flow under the mistletoe on this holly jolly edition of Drinking During Business Hours ! Cheers...
Episode 75: Claude Stuart 05.12.2023 56:07
The wine flows, the jokes fly, and things get kind of "grapey" on this edition of Drinking During Business Hours , as Sarah and Rich welcome Claude Stuart to the show! Claude explains what it was like growing up in Mississippi and dreaming of getting into comedy, how he broke into the business, and how he actually is living the dream, raising a family and supporting them through his comedy. Plus,...
Episode 74: Erica Rhodes 20.11.2023 46:10
On this episode, Sarah and Rich welcome comedian Erica Rhodes back to into the cellar for an absolutely fabulous bottle of white Sicilian wine and some hilarious conversation. Go behind the curtain and find out what it means when a comedian says, "good set," get the scoop on which celebrity Erica had an interesting scene with during the filming of a little-known horror movie and get real as Erica...
Episode 73: Save the Dates 06.11.2023 31:07
On this episode, Sarah and Rich share a glass while chatting about how damn expensive attending an out-of-state wedding can be, while grabbing some stamps and shipping out the save-the-dates for their own wedding. Also, get your detective hats on, because Sarah and Rich also investigate how two versions of the exact same set can elicit two very different crowd reactions! Cheers! Today's Beverage:...
Episode 72: Wayne Federman 23.10.2023 1:01:11
Sarah and Rich welcome comedian/writer/actor/producer Wayne Federman to the cellar for a deep conversation about everything from the science of decanting to Stella Adler, and the beauty of a post-show Taco Bell run! Also, our producer counted, and in addition to some great stories from his long career in comedy working alongside the likes of Garry Shandling and Larry David, Wayne delivers about 5....
Episode 71: Gabe Abelson 09.10.2023 59:09
On this episode, Sarah and Rich are joined by writer/comedian Gabe Abelson for some late-night TV tales. Dive deep into the art of joke writing, mentalism, and the fascinating story about when Gabe first met David Letterman before becoming head monologue writer on the Late Show. Also, prepare yourself, because Gabe goes all out when he and Rich play some quick mentalism games using IMDb. Cheers!
Episode 70: Fatima Taliah 25.09.2023 54:52
Sarah and Rich are back in the cellar to get into it with writer/actress/comedian Fatima Taliah! Fatima shares the details behind how she went from modeling and doing YouTube sketches, to diving headfirst into comedy in Hollywood, stories from her recent trip to France and a ton of much need optimism. So, let the Merlot flow and enjoy another fabulous edition of Drinking During Business Hours ! Ch...
Cheers to a Vintage: Erica Rhodes 04.09.2023 31:21
On this week's "best of" episode of Drinking During Business hours, we revisit Sarah's conversation from fall 2017 with Comedian/Actor Erica Rhodes. Erica is known for her work on Prairie Home Companion , VEEP , Modern Family, and so much more. During this chat, she discusses the process of joke writing and putting together her variety show, The NightLight Comedy Show, all while sharing a lovely C...
Episode 69: Renée Percy 22.08.2023 58:18
This week, Comedian/Actor Renée Percy joins Sarah and Rich to discuss so much comedy, coaching, and Canada! Renée shares her journey going from a child star on Canada's legendary DeGrassi series, to the restarting her career in the U.S. Also, Sarah, Rich, and Renée dive into the "comedy coach's dilemma," Renée's new comedy album, The Komic Sutra, her upcoming stand-up special, and so much more! Ch...
Episode 68: Amy Ezrin 07.08.2023 1:04:57
Ciao bella! This week, Sarah and Rich welcome Italian wine expert Amy Ezrin to the cellar to sip on (sarcastic gasp) boxed wine! Yes, that's right! Boxed wine! Amy shares her incredible imported 3-liter boxed vino rosso, Sandy Giovese , with Sarah and Rich as they dive into her personal journey into the world of wine imports. In this episode you will also get some insight into how to get started a...
Episode 67: Brooklyn Jones 24.07.2023 59:36
Sarah and Rich are back in the cellar, feeling good, and sharing some wine with the insanely talented comedian, Brooklyn Jones! Find out how Brooklyn became friends with one of TV's most iconic detectives, how she overcame losing her NYC home to a fire, and switching her career focus from rapper to comedian. So pour yourself something tasty and enjoy this conversation with one of comedy's most ele...
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