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

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, razor-sharp comedy while staying fresh across a legendary career in late-night TV and stand-up.

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, including the behind-the-scenes adventures of traveling across the country exploring America's wine regions. He also shares his soft spot for Texas wineries - fearless, bold, and larger than the state itself.

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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.

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.

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.

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 also dive into their latest drink obsessions - what they're sipping, why it's in their glass, and how much it costs!

From newlywed bliss to comedy chaos to the art of day-drinking responsibly(ish)... they're back, they missed you, and they're cheers-ing to a new chapter.

Tune in, pour something, and laugh along - during business hours or otherwise.

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 faced heading into the event, and how Sarah and Rich stumbled into finding the right note for the entire evening! Cheers!

You can learn more about Spotlight Music by visiting their website: https://www.spotlightmusic.com/about-us/

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!

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 realized it was maybe a little too rough around the edges. It is a comedy deep dive you cannot miss! Cheers!

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!