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The Deep Dive with Jessica St. Clair and June Diane Raphael
The Deep Dive with Jessica St. Clair and June Diane Raphael
Author: Jessica St. Clair & June Diane Raphael
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© 2026 Jessica St. Clair & June Diane Raphael
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Each week, comedians and best friends Jessica St. Clair and June Diane Raphael take a ‘deep dive’ into their real lives and discuss a wide range of topics including how to pursue joy amidst the insanity of motherhood and family, grief and loss, sh*t they put on their faces, and why they refuse to check their voicemails or unpack their suitcases. The Deep Dive captures the friendship of two women trying to survive adult womanhood. Their motto, shared by their loyal Deep Divers, is "Let Us Live!"
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This week, June and Jessica are breaking cycles via text message. Then we gatekeep skincare from our husbands, try to escape the cloud, and DIY our period products.See omnystudio.com/listener for privacy information.
June is battling her house’s microclimates and Jessica is performing acts of resistance with Tempur-Pedic toppers. Plus we dive deep into seemingly simple room service requests and take a stand against boutique hotels.Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.See omnystudio.com/listener for privacy information.
Jessica is cleaning out her medicine cabinet and June is trying not to crash. Plus we dive into sports metaphors (is this a sports podcast now?), signs and symbols, and hot Trader Joe’s small talk.Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/diveSee omnystudio.com/listener for privacy information.
Things are mysteriously disappearing in June’s home and Jessica is an expert on Olympic figure skating. Plus we dive into what’s in our “set bags,” high school theater auditions, and genitalia at work. Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.See omnystudio.com/listener for privacy information.
June breaks down her colonoscopy prep and Jessica gives us a peek into her daily chocolate routine. Plus we get a theology lesson from TikTok, call on our dead friends for guidance, and lean into our goddess energy.Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive. See omnystudio.com/listener for privacy information.
This week, we are joined by our dear friend Patrizia Hernandez to dive deep into Bad Bunny’s Super Bowl Halftime Show. We break down all our favorite moments, get stuck to plastic chairs, and yearn to be on the porch. Come vibrate with us!See omnystudio.com/listener for privacy information.
Jessica makes a workspace confession that hopefully won’t besmirch her good name, and June gets psyched for her colonoscopy. Plus we celebrate a free exchange of catch phrases, our love of regional accents, and tuning into the cosmic joke.See omnystudio.com/listener for privacy information.
Jessica loves her soundproof phone booth and June releases a PSA for conference calls. Plus we dive into “the big fog,” ADHD secrets, and 80s and 90s classroom cheats.Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.See omnystudio.com/listener for privacy information.
This week, Jessica finds joy in saucers and costumes, and June learns the hard way that you really should just use the drive-thru. Plus we reflect on 2016, embrace these last days of Yuletide, and look forward to the Year of the Fire Horse.See omnystudio.com/listener for privacy information.
This week, June simply cannot keep her eyes open and Jessica fails at office space small talk. Plus we get a full breakdown of Jessica’s daily routine and learn that even when you go minute by minute, some time simply cannot be accounted for. Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/diveSee omnystudio.com/listener for privacy information.
This week, Jessica is doing time in the Tacoma while June rings in the Yuletide with her fellow Capricorns. Then, they dive headfirst into women’s obsession with true crime, the importance of speaking up and ask the question: Are we cooked? See omnystudio.com/listener for privacy information.
This week we are revisit a favorite episode with Casey Wilson, who joins Jessica to lead a discussion on the Art of Small Talk. Let us tell you the masters are at work, honey! Don't worry, June is along for the ride as a lifelong learner herself. Casey and Jessica discuss how to scan the room, increase verbal skills (lie), become ‘dog creepers’, and how weather is ALWAYS a great opener. Then, June has Casey and Jessica role-play some small talk scenarios which include the big three: engaging, pivoting, and appropriately ending your small talk. And yes, Home Goods is used to set the scene. Remember Deep Divers, even if you’re not a small talker, you can still refuse to pay full price for fabulous. Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive. See omnystudio.com/listener for privacy information.
Jessica and June dive into texts from exes, the joy of an unexpected early Christmas gift, and board game hustling. Wishing you all a Merry Christmas, Deep Divers - even if it’s weird!Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive. See omnystudio.com/listener for privacy information.
June and Jessica are on the lookout for strong female Christmas characters. Plus we dive into terrible gifting experiences, weird holiday vibes, and ask the most important question of the season: should we be lying more?Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive. See omnystudio.com/listener for privacy information.
Jessica is demonstrating excellence in holiday dressing but dropping the ball on small talk, and June almost gets into fisticuffs on a coffee run. Plus, we are blown away by Glen Powell and his ketchup (not an ad).Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.--DunDunDunnn.wav by copyc4thttps://freesound.org/s/146434/ License: Attribution 4.0See omnystudio.com/listener for privacy information.
June and Jess are revisiting a bit of a tender spot. Phones have been lost, Better Homes and Gardens subscriptions have been purchased, and trauma responses have been forgiven. Plus, Jess comes HARD for June over a potential holiday party etiquette betrayal and June sets the record straight.See omnystudio.com/listener for privacy information.
June and Jessica are deep in the Christmas spirit and are joined by Elizabeth Laime to talk about…death?? They chat wills, the ins and outs of burials, and the aftereffects of pranks.Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.See omnystudio.com/listener for privacy information.
This week, Deep Dive legend Uncle Josh (aka Josh Levine) joins us to dive even deeper into all things Disney. We learn about June and Jessica’s different travel styles, get a peek behind the scenes of Disney park character magic, and share some very strong opinions on merch. PLEASE NOTE: this episode is not sponsored by Disney, we are simply coming into our own as Disney Adults. Get 50% Off Monarch, the all-in-one financial tool at www.monarch.com/dive.See omnystudio.com/listener for privacy information.
Today we're sharing the premiere episode of Wiser Than Me’s new season, where Julia Louis-Dreyfus sits down with 78-year-old comedy icon and Saturday Night Live original cast member, Jane Curtin. They reminisce about the 50th anniversary celebration of SNL and the enduring friendships Jane formed with the women of that first cast. Jane shares the story of meeting her husband of 50 years, Patrick Lynch, their hands-on parenting, and navigating grief after his recent passing. Plus, Julia’s 91-year-old mom, Judy, recalls Julia landing the SNL job. After you listen, search Wiser Than Me, for more episodes wherever you get your podcasts or you can head to https://lemonada.lnk.to/wiserthanmefdSee omnystudio.com/listener for privacy information.
Jessica is fresh off her Disney cruise and we are getting granular with every detail of the rooms, the food, and the impeccable vibes. We learn about Disney DILFs, that June has BDE (big Daisy energy), and that you have to catch Jack Sparrow if you can.Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com/DIVE. See omnystudio.com/listener for privacy information.





I think this episode is quintessential Deep Dive. I nominate it as Entry Point, 2024.
This is definitely one of my favorite podcasts. it is so funny and also nice that they don't always talk about very deep topics. I absolutely love their friendship and their personalities. Highly recommend!
Love your podcast! What was the name of the psychic you guys were talking about again please.
I love these ladies and their willingness to get INTO it!