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Artwork for Crying in Chili's

Crying in Chili's

Courtney Hill
Layoffs
Career
Side Hustles
Health Insurance
Breakups
Amanda Duncan
Career Pivot
The Patio Farmer
Chili's
Charlotte, United States
Durham, United States
Open Mind Creative
Job Searching
Music
Small Business
East Carolina University
Shark Teeth
Gig Economy

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... more

PublishesWeeklyEpisodes12Founded3 months ago
Number of ListenersCategories
CareersBusinessComedy

Listen to this Podcast

Artwork for Crying in Chili's

Latest Episodes

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 a business?"

From Rover, DoorDash, and Facebook Marketplace to becom... more

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 a conversation about whimsical hobbies, emotional support deer, shark ... more

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 shed.

Yes, you read that correctly.

What starts as a conversation about o... more

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 week, Courtney sits down with her former coworker and friend Sarah Weygan... more

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 schedule, Courtney decided it was finally time to answer one of the questi... more

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 story of walking away from law school to pursue a career in fitness, ... more

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 conver... more

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 Chili's guests, Erin never took the corporate route. Instead, she built... more

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Recent Guests

Kate Clark
Lawyer, baddie by day, book enthusiast, and social media influencer by other hours
Episode: Side Hustle or Cry for Help?
Sarah Weygandt
Former employee engagement manager, recovery advocate
Episode: Unfuckwithable: Turning Pain Into Purpose
Erin Hostetler
Founder of The Patio Farmer, urban farmer and author-in-progress
The Patio Farmer
Episode: The Bees Left Me
Jay Peine
Creative director, founder of Open Mind Creative
Open Mind Creative
Episode: Kindness Is a Career Strategy
Anthony Cusumano
Comedian based in Chicago
Self-employed / Comedy
Episode: Rejection, Redirection, & Buff Jesus
Amanda Duncan
Singer-songwriter turned motion designer and former corporate employee
Independent musician and marketer
Episode: Do The Damn Thing

Host

Courtney Hill
Host of Crying in Chili's

Talking Points

Recent interactions between the hosts and their guests.

The Bees Left Me
Q: So I guess my next question is, how did that get you to The Patio Farmer?
Erin explains the trajectory from her master's work and international experiences to returning home, exploring local food systems, and ultimately launching The Patio Farmer after recognizing a local need for farming education, consultations, and hands-on support.

Audience Metrics

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Listeners per Episode
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Frequently Asked Questions About Crying in Chili's

What is Crying in Chili's about and what kind of topics does it cover?

The show centers on personal growth through career pivots, layoffs, entrepreneurship, and life's chaotic moments, anchored by candid storytelling and humor from two longtime friends. Across recent episodes, listeners hear practical resilience tips, behind-the-scenes of building brands and creative projects, and relatable chronicles of navigating professional setbacks with curiosity, empathy, and humor. A notable angle is the emphasis on culture, community, and authentic self-trust—often with personal anecdotes about studio life, side ventures, and pivoting toward meaningful work—making it appealing to anyone facing changes in work or life and seeking encouragement with a light, witty touch.

Where can I find podcast stats for Crying in Chili's?

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How many listeners does Crying in Chili's get?

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How many subscribers and views does Crying in Chili's have?

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Which podcasts are similar to Crying in Chili's?

These podcasts share a similar audience with Crying in Chili's:

1. The Daily
2. Bachelor Happy Hour

How many episodes of Crying in Chili's are there?

Crying in Chili's launched 3 months ago and published 12 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Crying in Chili's?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

Where can I see ratings and reviews for Crying in Chili's?

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What guests have appeared on Crying in Chili's?

Recent guests on Crying in Chili's include:

1. Kate Clark
2. Sarah Weygandt
3. Erin Hostetler
4. Jay Peine
5. Anthony Cusumano
6. Amanda Duncan

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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