Welcome to Crying in Chili’s — the podcast for anyone currently experiencing a character-building season against their will.Hosted by Courtney Hill, this show dives into career chaos, layoffs, relationship drama, life pivots, bad decisions, quarter-life crises, and all the messy in-between moments that somehow become funny later.Equal parts vulnerable, witty, and unhinged in the most relatable way, Crying in Chili’s feels like debriefing life with your smartest and funniest friends over chips, salsa, and a Presidente Margarita. Expect honest conversations, plot twists, guest interviews, emotional support disguised as comedy, and reminders that nobody really has it figured out.Be...
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Nov 13, 2026 · 1:14:04
What if you’re ambitious and also just want to log off and play the violin? This week, I’m joined by Lauren Hidalgo, founder of Awarehouse, a curated online marketplace that…
Nov 6, 2026 · 1:19:26
Episode 20: I Took a Break. Life Did Not. The hiatus is over! The character-building experiences? Apparently, those didn’t get the memo. Courtney is back with longtime friend and…
Sep 25, 2026 · 1:17:27
Ashton Clark is a lawyer, the book-loving creator behind Chronically Shelfless, and a woman who has never stopped thinking about Chili’s discontinued Chicken Caesar Pita. This…
Sep 18, 2026 · 1:08:21
This week, Courtney sits down with full-time artist—and the podcast’s first guest she has never actually met before—Sabrina Severance! Sabrina shares how 20 years in retail and…
Sep 11, 2026 · 1:18:54
Episode 17: Proactive vs. Reactive Sarah is back, and this time we’re getting therapized. Courtney and Sarah are getting cozy (with eight-month-old Shih Tzu Roscoe serving as a…
Sep 4, 2026 · 1:14:35
Spiraling Is Movement — with Jana Coburn What if getting laid off doesn’t send you scrambling back to the life you had before? Courtney sits down with former coworker Jana Coburn…
Aug 28, 2026 · 1:12:54
Episode 15: Two Part-Time Jobs Make a Whole Courtney sits down with her high school friend Noelle Brochu to talk about the increasingly appealing alternative to having one…
Aug 21, 2026 · 1:07:21
Episode 14: Fall in the Right Direction Courtney reunites with longtime friend Emma Yates nearly 20 years after they first met as two tall altos in the back row of middle school…
Aug 14, 2026 · 1:13:49
When Baggage Becomes Wisdom Sarah is back for round three, and this time we're talking about dating, being intentionally single, learning to actually enjoy your own company, and…
Jul 31, 2026 · 55:08
Episode 12: Side Hustle or Cry for Help? This week, Kate Clark is back, and we're asking the question every underemployed millennial has secretly asked themselves: "Could this be…
Jul 24, 2026 · 1:10:17
Episode 11: Please Perceive Me Being Whimsical What if the cure for adulthood is letting yourself be a little weirder? This week, Sarah Weygandt returns to Crying in Chili's for…
Jul 17, 2026 · 1:17:13
Episode 10: The Shed, the Bullfrog, & the Margaritas This week I'm recording from what might be the greatest podcast studio we've ever had...my friend Colin's Chili's-themed…
Jul 10, 2026 · 53:54
Episode 9: Unfuckwithable: Turning Pain Into Purpose What happens when life forces you to stop, rebuild from the ground up, and figure out who you are on the other side? This…
Jul 3, 2026 · 35:09
Episode 8: The Story Behind Crying in Chili's This week, you're getting something a little different. When a last-minute guest cancellation left an unexpected opening in the…
Jun 26, 2026 · 57:47
Episode 7: You Can Always Change Your Mind This week, Courtney sits down with spin instructor, fitness coach, and "curator of experiences", Kate Clark. Kate shares the unexpected…
Jun 24, 2026 · 47:18
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…
Jun 19, 2026 · 1:06:02
Episode 5: The Bees Left Me This week, Courtney sits down with longtime family friend and entrepreneur Erin Hostetler, founder of The Patio Farmer. Unlike many recent Crying in…
Jun 12, 2026 · 50:39
After layoffs, rejection emails, and sending resumes into the void, sometimes the most valuable thing you have isn't your resume—it's your reputation. This week, Courtney sits…
Jun 5, 2026 · 55:43
Episode 3: Rejection, Redirection & Buff Jesus What do layoffs, comedy, job searching, and a ripped version of Jesus have in common? This week on Crying in Chili's , Courtney…
May 29, 2026 · 1:09:45
Episode 2: Do The Damn Thing Courtney is joined by former coworker and creative powerhouse Amanda Duncan for a conversation about layoffs, burnout, freelancing, music, and…
May 22, 2026 · 55:37
Episode 1: A Bad Q2 Doesn't Mean a Bad Year Most of us are just trying to survive the chaos — whether it’s a breakup, a layoff, or a broken foot — and somehow laugh through the…
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