The Deep Dive with Jessica St. Clair and 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 Liv...

Episode List

Tacoma Time

Jan 7th, 2026 8:30 AM

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.

Listen Again: Art of Small Talk with Casey Rose Wilson

Dec 31st, 2025 6:08 PM

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.

Legos My Eggos

Dec 24th, 2025 8:30 AM

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.

The Christmas Spirit

Dec 17th, 2025 9:01 AM

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.

You Get to Perceive Me

Dec 10th, 2025 9:16 AM

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.

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