Probably a Podcast

Probably a Podcast

Don’t look to Shannon Middleton to offer wisdom or unlock your potential. She’s here for one thing: to make you laugh, even if it’s at her own expense. South Carolina college drop out, Shannon moved to Nashville 10 years ago and hit the ground running. Her life is a series of crazy events, and she’s going to share them. From giggling with her friends to diving deep into conversations about life, no topic is off limits here. Expect to laugh, and constantly question if you accidentally flipped your playback speed to 1.5x. Join Shannon every Tuesday for your weekly dose of shenanigans on Probably A Podcast.

Episodes

June 26, 2025 64 mins
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Shannon is back solo this week for some much-anticipated pregnancy updates! Now that she’s in her third trimester, Shannon opens up about some of her struggles throughout the journey. From constipation to coming up with something to wear, Shannon answers your questions! How is the nursery going? What are her breastfeeding plans? How does Shannon feel about mocktails? What’s the theme for the baby shower? All of this and so...

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June 10, 2025 59 mins

This week the girlies sit down to investigate (and giggle at) some classic cases of the art of catfishing. Featuring stories from listeners and Shannon and Producer Courtney’s own life experiences, this episode is full of nonsense. Shania Twain, Matt Rife, Cole Sprouse, the list of victims goes on. They dive into the history of catfishing, where it started and how it’s going in 2025. Chat rooms, job offers, and comedians, ...

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This guest might be a little unexpected, but in the best way. This week, Shannon sits down with hilarious comedian, Uncle Lazer. Known for his outrageous antics, Lazer shares his journey from working in the oil fields to touring the country as a stand-up comedian. Shannon and Lazer bond over their southern upbringing and Sorority knowledge. They chat hair, dating, Tiktok fame, and just about everything else. What has Shann...

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Shannon is phoning a friend, and you’re invited. Sit in on her life update FaceTime with good friend and great podcaster, Taylor Strecker! Shannon shares a pregnancy update, how has she been feeling lately? Taylor is here with all the details about Canal Street, and the real vs. fake handbag scene in NY. They chat about their summer travel plans, spending with significant others, and stories from their childhood. Taylor ta...

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In this episode, Shannon welcomes the hilarious, talented, and vibrant Mary Ryan Brown to her Franklin studio! They chat about Mary Ryan's recent performance at Zanies and her comedic journey, from struggling with postpartum depression and utilizing comedy as an outlet to creating hilarious skits with millions of views. From being cheerleading rejects to being victimized in the family group chat, Shannon and Mary Ryan gigg...

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May 13, 2025 46 mins

Beep, boop, bop, WHO? Your gurliepop is back solo with all the life updates, but let’s be honest: we know you’re here for the drama. In honor of Mother's Day, Shannon shares hilarious and shocking family stories submitted by listeners (including but not limited to: marrying cousins, crazy crimes, and surprise, is that man actually your father?). 23andMe rocks a few people’s worlds, and you might should check on your uncles...

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May 6, 2025 67 mins

Shannon is sitting down with a VERY special guest: none other than her first goddaughter, Walker Rose Monaco! But first: life updates. Shannon shares some details of her pregnancy journey, her adjustments with ongoing changes, and some emotional moments. She gives the rundown on her recent impulse Birkin adoption. To wrap up, Shannon and Walker talk about Walker's school life, siblings, hopes for summer, and favorite activ...

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April 29, 2025 55 mins

Beep, boop, bop, Shannon is riding solo to give some updates on pregnancy and her recent family trips, and answer some questions. She gives the detailed itinerary from the trip, including a southern welcome party at her parents, a weekend in Charleston, and time on Kiawah Island (spoiler alert: lots of physical activities!!). Shannon shares her experience of feeling her baby kick for the first time, body changes, and pregn...

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This special episode of Probably A Podcast features Shannon’s booshy, husband and now BABY DADDY! Shannon and James sit down in South Carolina to cover a range of topics, from the excitement of finding out they were expecting, Shannon’s first trimester troubles, and their plans for the future, the pair answers questions about all things parenthood. James answers some submitted health questions from listeners: What suppleme...

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Entering her beep-boop-bop era, Shannon is joined by close friend and Nashville’s newest resident, Kenzie Elizabeth! Kenzie shares her adventurous road trip from Texas, and her newest hobby: running out of gas. They talk about the recent storms and the pains of an ever-growing closet. Kenzie talks about her recent achievement of having Anthropology stock Friend of Mine products and the future of her brand. Is Kenzie destin...

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This might be one of the most highly requested guests who hasn’t been seen before! In this episode, Shannon welcomes her big sister, Emery on the podcast! They dive into their childhood, recounting funny and tumultuous moments growing up in tight living quarters with thin walls. They discuss their relationship dynamics, shared memories, and how they became closer friends as adults. Emery shares her life in Dallas with her ...

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April 1, 2025 56 mins

Your sit-in bff and acting therapist is in the building! Well, in your headphones. Shannon finished her tour in Dallas and sat down to give you her best advice on… just about everything. Whether you’re needing some encouragement for yourself or a red-headed pal, dealing with in-laws, or just need a little entertainment, this episode is for you. How do you navigate splitting bills with your significant other? Why are Shanno...

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March 25, 2025 73 mins

This week, Shannon sits down with comedian and fellow cheer team reject, Amber Autry to discuss all things comedy, trailers, and growing up in the South. Amber shares her experience being raised in Tennessee, moving to Chicago, and her time doing improv. They share childhood memories and chat about their writing processes, crowdwork, and inspirations in stand-up. Where does Shannon get her finance skills from? Who did she ...

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Shannon is in NYC this week with some of her favorite podcasters, influencers, and busy girls, Brooke and Danielle! From being childhood Jonas Brother fans and Nickelodeon kids, meeting during Shannon’s NY apartment era to her current pregnancy symptoms, they cover all life chapters, including their thoughts on planned engagements, and picking out rings. They reminisce on pre-gaming and the first spark of their friendship ...

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March 11, 2025 56 mins

She’s back for part 2! Shannon sits down for a Q&A and shares all the personal details of her pregnancy so far.


LINKS:

Get your ticket to an upcoming comedy show!

www.probshannon.com


Follow Shannon: https://instagram.com/probablyshannon/


Follow Producer Courtney: https://instagram.com/whatsacourtney/


Follow Probably A Podcast: https://instagram.com/probablyapodcast/


Watch the full episode on YouTube: http...

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She’s probably pregnant! (No, she ACTUALLY is). Shannon opens up about her pregnancy journey. From TTC and negative pregnancy tests to finding out the big news, she shares her feelings throughout the process, the moment they found out, and the advice that helped her through it all in between. How far along is she? Is she having a boy or a girl? And most importantly, why were they in the woods? Tune in to this week’s episod...

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One more round for the Boof Squad for good measure! Shannon and Anna Grace finished their conversation from last week. They talk about low-maintenance friendships, embarrassing stories, and near disasters. They discuss getting older, growing families and their shifting priorities. Shannon shares some itchy insight on her Bahama bachelorette, and AG almost gets a crystal stuck in… well you’ll just have to listen. Don’t miss...

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Have you ever had someone act like an absolute fool at your wedding? If so, this episode is for you AND your favorite boof squad is back! Shannon and AG sit down to dive into a whirlwind of wedding day disasters. They debrief their recent shocking rehearsal dinner experience at Anna Grace and Austin’s wedding and share some listener-submitted wedding horror stories.


TIMESTAMPS:

00:00 Introduction

00:16 Anna Grace Silvoy?

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One of your favorite, most requested guests has returned! 101 episodes later, Shannon is sitting down to catch up with the one-and-only Jenncia Thompson! Jennica shares her journey from becoming a mother at 14, how they navigated their early years together, to watching her daughter Annica turn 18! They chat about Jennica’s move from corporate America to full-time creator, how she’s dealt with hardship, and her practical ti...

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