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Episode 31: Making Progress on Catching Up and Chit Chat

June 10, 2026 · 57 min

Show notes

This week, we’re catching up on everything. From the difference between a glimmer and a trigger to surviving school parent nights, we’re sharing what’s been living rent-free in our heads lately. We debrief Madison’s whirlwind 24-hour trip to Las Vegas to see Hilary Duff, Whitney’s dreamy 72 hours in Puglia, and Whitney’s ongoing battle to train her puppy.


We also dive into Oprah’s recent conversation with Anthropic, our growing thoughts (and concerns) about AI, why we’re both trying to rein in our spending habits, and what Whitney is dreaming up for her 40th birthday next year. Equal parts therapy, travel, life updates, and brain rot—just the way we like it.

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