what happens in cabo… ft Maddie

this thanksgiving, we’re thankful for friendship! Maddie is back, and this episode is dedicated to the event of the season: the bachelorette in Cabo. we break down everything: Maddie’s favorite parts, the lingerie gifting, the unhinged itinerary, the emotional chaos of wedding planning spilling into vacation mode, and how stressful it can be when all of your friends from different stages of lives intertwine. between premarital counseling, kosher food tastings, and Pinterest-induced wedding anxiety, she entered Cabo needing a release, and she absolutely got one.because what happens in Cabo… comes back to haunt us in this podcast. from puking and rallying to the now-historic booty-shaking competition win (yes, sandals flying, knees bleeding, all that), the girls take us moment-by-moment through the funniest and most feral 48 hours of Maddie’s life. the Mango Deck saga deserves its own documentary, and we’re giving it the airtime it deserves.but behind the tequila and chaos is the real heart of the episode: girlhood, growing up, and holding on to your friendships as life shifts. we talk about seeing your friends get loved the way they deserve, combining families, outgrowing old versions of yourself, and the fear of realizing the club nights don’t last forever. this episode is feral, emotional, nostalgic, and iconic… a love letter to friendship, weddings, and the bachelorette weekend we’ll be talking about for the rest of our lives.Maddie's socials IG - @maddierichter16TikTok - @queenrichterTimestamps 0:16 - Maddie is back!! 12:48 - The bachelorette 25:02 - Are you a bridezilla  35:15 - Least favorite parts of wedding planning 45:17 - Wedding dress code 50:06 - Working at Jimmy JohnsLinks Clearstem: use code DIARIESHH at checkout to claim your free Hydration Heroes Mini KitUncommon Goods: https://www.uncommongoods.com/podcast/diaries for 15% off uncommongoods.com/diariesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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This episode was published on November 27, 2025.

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