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Crying in Chili's

Crying in Chili's

Approach Life With A Plum

Crying in Chili's · Jun 24, 2026 · 47:18

0:0047:18

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Episode 6: Approach Life With A Plum

Bonus episode alert! We've been recording so many great conversations lately that I couldn't wait until next week to share this one.

This week, Courtney is joined by longtime friend Caroline Pearson for a conversation that feels a lot like catching up with your college gal pal over margaritas.

The two look back on their East Carolina University days, surviving on Pirate Bucks, spring break adventures, questionable decision-making, and the unique chaos of your early twenties. They also talk about where life has taken them since graduation—from fashion merchandising careers and podcasting side quests to CrossFit, dating in your thirties, recovering from setbacks, and learning to trust yourself when life doesn't go according to plan.

Along the way, Caroline shares one piece of advice that's surprisingly stuck with Courtney ever since: approach life with a plum.

If you've ever found yourself missing your college friends, wondering how everyone became a real adult, or trying to navigate an unexpected chapter of life, this episode is for you.

Connect with Caroline:

Episodes: Crying in Chili's

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