Disgruntled

Episode 51: Bailey and Gill’s Surprises

Bailey and Gill came to Episode 50 with one rule: they each had a surprise for the other. Unfortunately, Gill’s surprise involved a U-Haul, a bungee cord, and a direct hit to the face.

While Gill reveals the injury that left half her face covered, Bailey drops some major life news of his own: he and Jimmy are selling their house and moving. That means leaving behind a home they love, cutting down an exhausting commute, packing an unreasonable amount of heavy furniture, and trusting that sometimes the right decision can still be a hard one.

Then Bailey files a complaint against the car dealership that somehow managed to keep his car for hours, “fix” it, and return it with the exact same problem. Naturally.

But this week’s listener complaints take the episode somewhere deeper.

Megan from Albuquerque is tired of being the person standing in her own way, watching people with half the preparation walk confidently into opportunities she’s been too afraid to pursue. Trevor from Georgia has the opposite complaint: he’s done shrinking his accomplishments to make other people comfortable.

Together, their stories spark a conversation about self-confidence, imposter syndrome, personal growth, celebrating your accomplishments, taking chances, and learning to take up the space you deserve.

This week on Disgruntled: surprises, moving announcements, U-Haul injuries, car dealership disasters, self-doubt, shameless bragging, and one important reminder:

Talk nice to yourself. Brag on yourself. Walk with confidence. Take up the space.

Got something to complain about? A confession you need to get off your chest? Or something you’re finally ready to brag about? Send it to Disgruntled for a chance to be featured on the podcast.

🎙️ Disgruntled is a comedy and storytelling podcast hosted by Bailey and Gill, where listener complaints, confessions, everyday frustrations, and real-life stories get the attention they deserve.

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Episode 50: Life's a Hurdle in this Girdle

Life doesn't care if you're ready.

This week on Disgruntled, Bailey and Gill tackle the everyday frustrations that somehow become full-blown personality tests. From saying goodbye to a financially disastrous Dodge Charger to surviving rogue wasps, wedding RSVP disasters, awkward “How are you?” conversations, and TV volume determined to wake the entire neighborhood, nothing is safe from the complaint department.

Along the way, they celebrate real growth, question why adulthood feels like an Olympic event, swap concert stories from Wynonna Judd and Melissa Etheridge, and remind everyone that sometimes the biggest victories come from admitting you were wrong.

If you've ever fought a yellow jacket, ignored an RSVP, cringed through small talk, or wondered why commercials are ten times louder than the actual show, this episode was made for you.

In this episode:

• Financial responsibility and learning from expensive mistakes
• Dodge Charger regrets and adult budgeting
• The psychology of asking “How are you?”
• Wedding RSVP etiquette
• Wasp encounters that deserved their own action movie
• Melissa Etheridge, Wynonna Judd, and discovering Madeline Edwards
• Roku and Netflix volume complaints
• Listener rants that prove you're definitely not alone

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If you laughed, nodded in agreement, or muttered, “That's exactly what I've been saying,” follow, rate, and review the show. Every complaint helps us find the next disgruntled soul who needs a place to vent.

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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How do you call someone out without completely losing your mind? This week, Bailey and Gill are trying to stay respectfully disrespectful as they unpack life’s biggest annoyances, unbelievable confessions, and the kind of listener stories that leave everyone asking, “There’s no way that’s real.”

From people who stop in the middle of doorways to the impossible world of passwords, nothing is safe from this week’s complaints. Then things take a turn as listeners share jaw-dropping stories, including a woman who believes her husband is having an affair with the wife of one of his closest friends..

Packed with comedy, candid conversations, relationship advice, listener confessions, and chaotic storytelling, Episode 48 delivers the perfect mix of humor, hot takes, and relatable frustration. Whether you’re here for the petty complaints, outrageous drama, or the unexpected life lessons hidden in the chaos, this episode has something you’ll be talking about long after it ends.

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Some weeks you thrive. Other weeks you’re sitting in standstill traffic questioning every life decision you’ve ever made. This is definitely one of those weeks.

This episode of Disgruntled is equal parts therapy session and comedy show as Bailey and Gillian unpack the chaos that’s been following them around lately. From nightmare commutes and work stress to family stories, relationship frustrations, and the strange feeling of realizing you’re growing into someone you never expected to become, nothing is off limits.  

Bailey opens up about feeling pulled between the comfort of routine and the excitement of chasing something bigger, sharing an honest conversation about burnout, creativity, self-reinvention, and learning to let go of the things you can’t control. Gillian brings the laughs with stories about hanging pictures, motivating family members with a little strategic pressure, and wondering why some grown adults still need permission to buy their own shower gel. Together, they debate weaponized incompetence, survive another round of traffic-induced existential crises, question whether Mercury retrograde is personally attacking them, and somehow still find reasons to laugh through it all.

Plus, they revisit Tiffany’s unforgettable family secret with a follow-up that finally clears up the family tree, discuss why ordering at Subway shouldn’t require a committee meeting, vent about taxes, and remind everyone that sometimes the healthiest thing you can do is admit you’re barely holding on.

If you’ve ever felt overwhelmed by work, stuck in traffic, frustrated with relationships, or caught between who you’ve always been and who you’re becoming, this episode is for you.

In this episode:

• Traffic rage, patience, and protecting your peace
• Burnout, work stress, and emotional exhaustion
• Self-reinvention and embracing unexpected change
• Weaponized incompetence in relationships
• Family stories and life hacks that actually work
• Mercury retrograde, emotional introspection, and finding humor in difficult weeks
• Listener submissions, follow-ups, and plenty of laughs

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