Tipsy Casting
Jessica Sherman & Jenn Presser
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.
- 54 minutes 13 seconds129. A Tipsy Casting / An Actor Despairs Crossover with Ryan Perez!
This week we have a fun crossover episode with the fabulous podcast, An Actor Despairs with Ryan Perez! We were lucky enough to be on his podcast a couple weeks ago so join us has we dive into his world!
We start out with his journey from NYU drama school and how that set him back without reps and in massive debt. Ryan gives an unfiltered look into how to start your career from scratch and how the hustle never ends. He gives us a look into his podcast and how that has shaped an influenced his career as well has how it's shifted his perspective. He give his take on his favorite and least favorite guests.
He also gives his best advice to his younger self as he takes a look back over the last 8 years. This is an episode you don't want to miss!
Grab your favorite cocktail and join us for a fun episode!
Make sure to subscribe to our YOU TUBE channel for more fun video content as well as Ryan's, An Actor Despairs!
Resources:
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Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
15 April 2026, 12:00 pm - 1 hour 1 minute128. The Doctor’s In with David Gridley
Jess and Jenn sit down with Scrubs star David Gridley for a conversation that feels both personal and full circle. They get into the origins of Jess and David’s friendship, how his journey in the industry first began, and the steady, credit-by-credit climb that led him to his first network series regular role.
Along the way, David opens up about growth, persistence, and what matters most to him in this chapter of his career. It’s a candid conversation about building a career with intention, staying grounded through the ups and downs, and recognizing the value of the road it took to get here.
- How Jess and David first became friends
- David’s steady climb in the industry, one credit at a time
- Building meaningful relationships and having the right support system
- Staying present and finding gratitude in every step forward
- Looking back on the film Jess cast David in, and their shared experience making it
- How the ABC Showcase helped open new doors
- David’s first encounter with Zach Braff
- What it means to be part of a show like Scrubs
Resources:
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9 April 2026, 5:50 am - 44 minutes 27 seconds127. No Fools Here! April Q&A and a Cautionary tale from Actor, Lindsay Elston!
Happy April Fools! No tricks in this episode as we answer all your listener submitted questions for the month. We cover self tapes, social media, our thoughts on the current state of the industry and our favorite thing about our jobs in casting.
We also welcome Lindsay Elston to the podcast! She is an actress who has a cautionary tale for all actors regarding commercials and AI and how SAG is protecting or not protecting the actors against AI using your image for non-SAG productions.
Grab your favorite cocktail and join us for a fun episode!
Make sure to subscribe to our YOU TUBE channel for more fun video content!
Resources:
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
1 April 2026, 2:34 pm - 50 minutes 44 seconds126. Listen in as we recap the Oscars, discuss Film Marketing and new AI developments!
Join us this week as we discuss the Oscars and the inaugural Casting award. We also talk about how marketing is playing into films succeeding or failing and our thoughts on that. Lastly we dive into AI, the SAG negotiations and the first AI film being made and our hot take on it all!
Grab your favorite cocktail and join us for a fun episode!
Make sure to subscribe to our YOU TUBE channel for more fun video content!
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
25 March 2026, 2:36 pm - 52 minutes 20 seconds125. Pulling Back the Curtain on the world of Verticals with Paige Compton!
In the growing world of verticals we are so excited to welcome the extremely talented director, Paige Compton to the podcast. She has been in verticals since the beginning and in this episode she proved invaluable insight into what that world looks like and how to break in.
We discuss the basics of how a vertical gets made, from budgets to casting to schedules. She talks about the ever evolving side of the industry and how she stays on top of it and her perspective of breaking in as an actor.
She gives great insights into how she thinks the future is going to look for verticals and what is up next for her!
Make sure you are following us on our Instagram and subscribe to our YOUTUBE channel for amazing video content!
Resources:
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
www.TipsyCasting.com Check out our Podcast HERE!
18 March 2026, 12:11 pm - 42 minutes 10 seconds124. Oscar Predictions & Dissecting the Timmy Chalamet drama!
Join us this week as we recap the whole drama with Timothee Chalamet and the ballet/ opera comments he made that seems to have tanked his chances and reputation.
Jessica and Jenn watched all 10 Oscar films collectively and have thoughts. We dive into them individually both as a whole and the casting in them. We discuss the new Casting Director award and who we are championing for!
And lastly we are psyched that Conan O'Brien is hosting this year and will hopefully, maybe watch :)
Grab your favorite cocktail and join us for a fun episode!
Make sure to subscribe to our YOU TUBE channel for more fun video content!
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
11 March 2026, 12:33 pm - 47 minutes 20 seconds123. Part TWO with Dana Bowling & We Answer all the Listener Submitted Questions!
This week we have PART 2 of our discussion with the wonderful, Dana Bowling and then we wrap up answering all your burning questions, in our first AMA of Season 4!
Make sure to keep your eyes peeled the first Monday of each month on instagram to submit your question!
In this episode we chat with Dana about the industry effects that the Blake Lively v. Justin Baldoni case is having and all the most recent developments. She also dives into her current investigation and opinions on the Nancy Guthrie case.
After that we get to answering the questions that were submitted for this months ASK US ANYTHING! If you want to join in on the fun and submit questions make sure to follow us on instagram and we will answer each and every one of them on the first episode of each month!
Make sure you are following us on our Instagram and subscribe to our YOUTUBE channel for amazing video content! And share with your friends!
Resources:
Daily Dose of Dana YouTube Channel
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
4 March 2026, 3:02 pm - 42 minutes 51 seconds122. The Phenomenal Podcaster, Dana Bowling, from Daily Dose of Dana Joins Us!
Join us this week for the FIRST part of our interview with Casting Director turned Agent turned Coach turned into one of the most popular podcasters today, Dana Bowling!
We had such an amazing chat with Dana that we had to split it into 2 segments. This week we will dive into her time as a casting director and her constant need to change and evolve as the industry changed. She stared in casting and then worked her way into agenting and coaching and eventually started a few different podcasts. Today we know her from DAILY DOSE OF DANA, where she dives into all things pop culture and her instagram is a page everyone should be following to keep up to date.
Make sure to tune in NEXT week for Part 2 where we go into the pop culture / industry side of things to discuss the Blake Lively / Justin Baldoni case along with Nancy Guthrie and so much more!
Make sure you are following us on our Instagram and subscribe to our YOUTUBE channel for amazing video content!
Resources:
Daily Dose of Dana YouTube Channel
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
25 February 2026, 1:54 pm - 1 hour 10 minutes121. Holiday Giveaway Winner, Elyssa Phillips, joins us with her hot takes!
This week on Tipsy Casting we are thrilled to welcome the winner of our Guest Spot from our Holiday Giveaway, Elyssa Phillips! Elyssa is a fabulous actor and comedian and brings the spice with this week with special insight into where SAG stands going into the newest round of negotiations. As well as getting to ask all her burning questions for casting!We start off with our Industry Round Up of News including the following topics from this last week!
- Jenn recaps all her events over the last week leading up to the BAFTAs this weekend!
- Jess and Jenn breakdown the newest season of Bridgerton (Part 1) in comparison to the past seasons as well!
- Jess talks about her latest trip the theatre!
Thank you to everyone for tuning in this week! We appreciate each and every one of you! Make sure to subscribe to our YouTube Channel to watch along with us as well!
Resources:
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
-- Thank you,Jess & Jennwww.TipsyCasting.com Check out our Podcast HERE!
18 February 2026, 2:58 pm - 49 minutes 8 seconds120. Headshot Photographer- Stephanie Girard Joins us Today!
This week on Tipsy Casting we are so excited to welcome the extremely talented headshot photographer, Stephanie Girard. For the long time listeners you'll recognize her from our holiday giveaway as she has been so kind to always contribute a headshot session for our finale! Her photos are outstanding and she is such a wonderful person who cares about every person who walks through her doors and to guide them through to get the best shots!
We start off with our Industry Round Up of News including the following topics of the last week!
- Jess celebrates her new film!
- Jenn talks about letting go of toxic jobs
- We give a big congrats to Dan Trachtenberg & Ben on their first look deal with Paramount (article linked below!)
- The UK has spent £9.5B in 2025 marking a drastic increase of spending
- Video game production has also increases with casting notices every day it seems
- We discuss the California tax incentive and how it may not be serving in the best capacity of it and how we would love to learn more about how it's actually working
- Brands are now building out financial incentives to buy into the film and television world
Thank you to everyone for tuning in this week! We appreciate each and every one of you! Make sure to subscribe to our YouTube Channel to watch along with us as well!
Resources:
Dan Trachtenberg & Ben Rosenblatt First Look Article
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
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Learn More About Jess & Jenn's Casting Journeys
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Thank you,Jess & Jennwww.TipsyCasting.com
Check out our Podcast HERE!11 February 2026, 1:04 pm - 50 minutes 22 seconds119. Kicking off SEASON 4 with the ladies ofTipsy Casting!
Welcome back to SEASON 4 of Tipsy Casting!
Who knew when we started the podcast 3 years ago we would be kicking off our 119th episode!
We are so grateful to those who are new to us as well as those who have been here from the very beginning! Please make sure to tell all your friends about Tipsy Casting and help us make Season 4 the biggest yet!
First of all we want to thank all of those who participated in our Holiday GIveaway this year! It was so much fun to engage and see how excited you all were to win some fun prizes! And a special thank you to Stephanie Girard and Jonny Bosworth for their massive headshot session giveaway!
In this episode we dive into all the fun industry topics that have been going down while we've been on break. We get you up to speed on all our thoughts about this crazy industry and look forward to all the awards to come and how we feel about the contenders this year.
Grab your favorite cocktail (or mocktail ;)) and join us for a fun episode and welcome to SEASON 4!
Make sure you are subscribed to Tipsy Casting on all platforms as well as rate and review the podcast!!! An make sure to tell all your friends.
Subscribe to our YouTube Channel to watch along with us as well!
Resources:
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Stay Tuned with Tipsy Casting on IG
Watch the Tipsy Casting YouTube Channel
Follow Jessica & Follow Jenn
Learn More About Jess & Jenn's Casting Journeys
4 February 2026, 1:00 pm - More Episodes? Get the App