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

April 24, 2025 51 mins

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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In this episode, Shannon welcomes her dear friend and wedding officiant, Lucio Andreozzi! The pair talk about the start of their friendship, how they quickly bonded and their backgrounds in pageants. Lucio shares his Rhode Island roots and Italian family heritage, and how he ended up shooting celebrity weddings and events. They discuss the mishaps from the wedding, and Lucio shares the dynamic of “Instagram Lucio” being di...

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Shannon is back in the states and is here to talk about the most important things: the TikTok ban, burnt CDs from her childhood, and having to put her poop in a tupperware at her in-laws house. The good news? She’s parasite free! Shannon and Producer Courtney chat about social media and their algorithms, and how they spent their 12 hours in the dark. Shannon shares her unfortunate experience in London, and upcoming tour da...

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She’s a London girl! This week, Shannon sits down with her brother-in-law, Will Middleton to chat about life. From Will’s journey as a therapist to his experiences traveling abroad, the pair talk about the importance of prioritizing mental health, being authentic, and advice for finding the right therapist and those feeling left behind in their social circles. They share their first impressions of one another, family dynam...

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January 14, 2025 52 mins

In this episode, Shannon sits down for a safari update and Q+A: beautiful scenery, incredible animals, oh, and norovirus. She shares her Cape Town adventures, the local food and wildlife, and details of the safari camp. Shannon shares her advice for future travelers, including what to pack, how to deal with the bugs, and reservation tips. This is everything you need to know when you’re going on safari! 


TIMESTAMPS:

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Shannon is back in South Africa for her yearly safari getaway, and it’s time to recap 2024! From smash hit songs to relationship drama, it’s been a year: Chappel Roan, Willy Wonka, Beyonce, Timothee Chamalet, Wicked, Sabrina Carpenter, Trayvis (Taylor Swift and Travis Kelce, for those uncultured), and even some predictions for 2025. What cruel and unusual punishment does Shannon put James through? What was the diss track o...

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Happy (almost) New Year from Shannon and this week’s guests! Wrapping up LA interviews, Shannon sits down with her amazing, hilarious friends Channing and Tristan! From growing up in the South to their current jobs and shenanigans, the three amigos are here to giggle and share their nonsense. Channing talks about her iconic House Wedges, while Tristan talks about the debut of his New Look, New Look™. They plan future adven...

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December 24, 2024 48 mins

It’s the 3rd Annual Christmas Spectacular! Reflecting on last year's extravagant decorations and the challenges of real garland, Shannon sits down surrounded in this year’s gorgeous holiday decor (including her new fake garland). She shares her experience dealing with family during the holidays, the Thanksgiving perk of having a European husband, and the struggle of decorating when not spending Christmas at home. Shannon s...

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December 17, 2024 66 mins

It’s a very special episode, as Shannon announces her DEBUT STAND-UP TOUR, and Producer Courtney joins her on the podcast! They talk about the early days of tour, starting with a live podcast with crowd submissions and guests, and how that has transformed into an hour of solo stand-up and crowd work! Shannon shares her tour dates in early 2025, her favorite cities, must-haves, and memorable moments. They discuss the decisi...

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December 10, 2024 63 mins

This week, Shannon sits down with Texas native, now LA funny guy Matt King. From his time making videos on Vine to now, Matt and Shannon dive into everything from their childhoods to their recent weddings. How did they choose their guest list? How does Matt recommend storing the top tier of wedding cake for your anniversary? The pair share their favorite childhood TV shows and cookie jars, and play a fun game called “Guess...

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