Tipsy Casting

Tipsy Casting

Spilling the tea... nay wine on what really goes on behind casting our favorite films and tv shows from our real-life experiences and stories.

Episodes

September 25, 2025 80 mins

This month we are so excited to have the wonderful, Thomas Sullivan join our Modern Class of Casting Visionaries segment!


With a sharp eye for talent and a passion for storytelling, Thomas Sullivan has built a reputation as a versatile and highly sought-after casting director across indie and studio film, and television. Known for assembling compelling and diverse ensembles, his ability to help producers and directors balance th...

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On this episode of Tipsy Casting, we are so excited to welcome an extremely talented manager from ColorCreative, Raj Raghavan!

Raj is currently a partner and co-head of the Talent department at ColorCreative. There he represents actors, playwrights, comedians, and novelists. Along with being a powerhouse on the representation side, he is a producer on the feature adaptation of his client Sameer Pandya’s novel Members Only and is als...

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In this episode of Tipsy Casting, we welcome the powerhouse show runner and co-creator of The House of The Dragon, Ryan Condal!

The series launched on Max on August 21, 2022, with the first episode drawing in a total of 9.99 million viewers as HBO’s biggest series premiere ever. The first season of the series went on to win the Golden Globe for “Best Drama Television Series,” in addition to receiving multiple nominations from the Pr...

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September 3, 2025 47 mins

Catch up with Jess and Jenn as they bid farewell to summer and talk about the current industry slump. While everything has slowed down a bit in this episode they recap Jenn's Birthday in Greece as well as what it was like dealing with a film during the period before and after.

We dive into the frustration of projects pushing and having to take the brunt of the blame when things like that happen. We also discuss the unfortunate s...

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This month we are delighted to welcome Olissa Rogers to our Modern Class of Casting Visionaries!

Olissa Rogers is an Emmy Award-winning freelance Casting Director. She began her career in Germany in 2008, focusing on TV series until 2016. After moving to the UK, she worked as a casting assistant to Jeremy Zimmermann and later Kharmel Cochrane. In 2019, she became an associate to Theo Park on major TV projects like Ted Lasso, fol...

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This week we welcome the wonderfully talented Marc Evan Jackson to Tipsy Casting! Marc and Jessica serendipitously met at our last LA meet up and he was kind enough to come on and impart some amazing perspectives and advice.


Marc is an actor, comedian, and storyteller whose voice and presence are instantly recognizable. You’ve seen him as the ever-dry Kevin on Brooklyn Nine-Nine, the delightfully smug Shawn on The Good Place, T...

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extraordinarily


Reinaldo is a writer, director and producer. He most recently directed and wrote Paramount’s BOB MARLEY: ONE LOVE, which premiered on February 14. Starring Kingsley Ben-Adir, the film garnered a whopping $146 million worldwide and debuted number one at the box office.

Green is best known for directing the critically acclaimed Warner Bros. film KING RICHARD starring Will Smith. Green helmed the film, which...

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Jenn and Jess catch up on all things July—from preparing for Jenn’s birthday month and her looming 40th, to recapping Jess's Sunshine for A Cause event and shouting out her incredible sponsors. Jenn shares her hot take on The Summer I Turned Pretty, while Jess dives into the world of Predator: Killer of Killers and teases Predator: Badlands. They discuss the release of Sketch, Jess’s recent collaborations with filmmakers, and e...

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This month we are delighted to welcome the wonderful Ramani Leah to our Modern Class of Casting Visionaries!


A California native who grew up in San Diego, Ramani found her way into casting while attending film school…and the rest, as they say, is history. Known for her standout work on the long-running series Criminal Minds and the Netflix hit My Life with the Walter Boys, Ramani brings both a sharp creative instinct and a deepl...

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Grab your favorite cocktail and come celebrate with us as we celebrate 100 episodes of TIPSY CASTING!!! We can’t believe we’ve hit this massive milestone in our podcasting careers so join us as we take a look back and relive some of our favorite moments. 


From our favorite casting story to the most challenging episode we’ve had we have had the best time remember all our guests and what we’ve learned about the industry and oursel...

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In this episode of Tipsy Casting, Emmy-winning actor, writer, and producer Tony Hale joins the show for a thoughtful and entertaining conversation about the many chapters of his career.

Tony reflects on his early days in the industry, starting out in the commercial world before landing his breakout role as Buster Bluth on Arrested Development. He shares candid insights about the significant gap between Arrested and Veep, and how he ...

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June is here and we can't believe it! Time is flying by but we take the time this week to catch up on the amazing turnout that had last month at Inkwell Tavern. Jessica recaps her experience having over 100 people show up to hang out for happy hour with Tipsy Casting. Make sure to follow us on Instagram to see all the photos and excitement that happend!


Everyone who came to see Jessica had the opportunity to leave question, comment ...

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This month we welcome the wonderful Sien Josephine Teijssen to our Modern Class of Casting Visionaries segment!


Sien is a casting director based in Antwerp, Belgium. Originally trained in law, she discovered her passion for casting in 2011 and has been immersed in the job ever since. In 2015, she founded Sien Josephine Casting, quickly establishing herself as a trusted voice in the industry. Known for her sharp eye and instinctive a...

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On today's episode we dive in with the wonderful and talented actor, Jessalyn Wanlim!

Jessalyn is originally from Canada but moved to the states to study dance at Julliard. She left school early to pursue her love of acting in NYC where she took a unique route to land the recurring role of Rachael television series All My Children. After her time in NY she made the move to LA where she played Evie Cho on the acclaimed series Orphan ...

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We’re thrilled to welcome back producer Patrick Caligiuri for a dynamic round two. In this episode, we dive deep into the state of the industry and explore how nostalgia, escapism, and indie spirit are shaping the next era of filmmaking. From Hollywood tariffs and evolving tax incentives to post-strike ripples and salary restructuring, Patrick opens up about the realities producers face and why now might be the perfect time to gree...

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The sun is finally shining in both LA and London, and we’re celebrating with a laid-back, fun-filled episode of Tipsy Casting! We answer your burning IG questions, Jenn shares her favorite bar discoveries in London, and Jessica drops a juicy teaser about an upcoming casting announcement. Plus, we chat visas and immigration (London edition), and plug the Happy Hour Jessica is hosting at Inkwell Tavern. Grab a drink and join us—it’s ...

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This week on Tipsy Casting, Jenn breaks down her experience producing her first short film with her friend and producing partner, Aletha. She talks all about how things get going and problem solving along the way as well as some of the more tedious and ridiculous things she encountered. Will she produce again??


Jess talks about some of her experiences with difficult on set projects and a particularly difficult actress. She also dive...

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In this episode of Tipsy Casting, Jess and Jenn sit down with couple curators and professional matchmakers Lauren Rosenberg and Jaydi Samuels Kuba — the dynamic duo behind LJMatchmaking and affectionately known as the “Love Agents of Hollywood.”

Tune in to hear how Lauren and Jaydi each got their start in the entertainment industry, what inspired them to team up and turn their matchmaking talents into a thriving business, and how th...

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Today we have a wonderful guest whose career spans the gamut of amazing theatre, television and film.

Joe first started in the industry doing an apprenticeship and worked his first professional job at the Williamstown Theatre Festival. In 2015, he made his Broadway debut as Bait Boy in Airline Highway. That same year, he played Earl Hunterson in the American Repertory Theater production of Waitress. Two years later, Tippett played ...

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This week on Tipsy Casting, Jess and Jenn dive into the latest industry buzz, from Rob Lowe’s viral clip to Governor Gavin Newsom’s podcast and California’s push to keep productions in LA. They break down the impact of the Stay in LA campaign and the record-breaking 51 films granted incentives. Plus, Jess reflects on her 20-year high school reunion, and then they dive into answering questions from their IG Q&A. With a dash of p...

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