Disgruntled podcast

Episode 49: Trauma, Debt, & Paperwork

7/31/2026
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Episode 49: Trauma, Debt, & Paperwork


For the first time in almost a year of podcasting… we forgot to hit record.


That’s right. Gill delivered twenty minutes of absolute gold before Bailey realized absolutely none of it was being recorded. So naturally, they had to do it all over again. Somehow, it might’ve been even funnier the second time.


This week, Gill unloads everything from expired IUD appointments, impossible medical paperwork, and her dad’s never-ending car title nightmare to a cat that’s declared psychological warfare by peeing on her pillows. Bailey vents about Apple’s lazy innovation, accidentally matching a workplace theme day, and the unique experience of turning 29, where your birthday ends with heartburn instead of partying.


The episode also features a heartbreaking follow-up from a listener who confronted her cheating husband after writing into the show last week, proving that sometimes the hardest conversations are the ones that change your life.


Plus, the Complaint Department tackles scorching hot baseball games, the Taco Bell lettuce scare, and why adulthood feels like an endless stack of paperwork with a side of emotional damage.


If you’ve ever felt overwhelmed by bureaucracy, relationships, medical appointments, debt, technology, or just being an adult, this episode is for you.


Topics in this episode:


  • Funny podcast moments
  • Relationship advice and infidelity
  • Medical appointment frustrations
  • Adulting struggles
  • Debt and paperwork
  • Workplace stories
  • Apple and Siri complaints
  • Taco Bell lettuce recall
  • Cat owner problems
  • Weekly rants
  • Listener confessions
  • Life in your late twenties


Whether you’re here for the laughs, the chaos, or the reminder that everyone is just trying to survive adulthood, welcome to Disgruntled. We saved you a seat. We just almost forgot to record it.


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Follow Bailey and Gill on Instagram: @TheBaileyBowlin & @DisgruntledGillian


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