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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 ...
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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, s…
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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 reje…
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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?). 23…
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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 tal…
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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 exp…
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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.…
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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…
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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 the…
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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…
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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 inspiratio…
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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 …
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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…
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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…
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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…
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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 weddi…
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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 Ameri…
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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 …
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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 dar…
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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 soc…
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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 e…
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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 …
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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 Tris…
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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, a…
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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…
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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 fa…
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This week, Shannon is SO excited to sit down with long-time internet friend and fellow funny girl, Corny, Corndog Millionaire, Courtney Parchman! Shannon and Courtney chat about creating their Instagram handles (you might know her as @averagefashionblogger), being the middle child, car theft, and dating in LA. Courtney opens up about her weight los…
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So long she had to split it into 2 episodes, Shannon is back to finish recapping her wedding and honey/friendmoon! From almost renting a yacht to jumping in a wooden sailboat with their friends, Shannon shares their experience sailing the (sometimes rough) Italian seas! What cities did they stop at? Which were their favorites? And as promised, Shan…
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Kicking off season 7 with a rockstar LA guest, Shannon is joined by Taylor King (also known as @tksjuicypolls). From growing up in rural Indiana to hosting live events with Terry Crews, TK shares her journey and how she ended up as an LA Pickleball baddie. Shannon and TK talk about how they met, recent weddings, and everything single life and datin…
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She’s baaack! After a month off, Shannon is here to give you all the details of her beautiful, stunning, incredible Italian wedding celebration! Starting with the challenges of packing for an extended trip in Europe and some stress about the little details, Shannon shares the things that went right, and the few things that she would have done diffe…
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Shannon sits down on her honeymoon to look back at the end of VC, recapping a few slightly traumatizing experiences. She shares what led up to the infamous firing scene, what producers told her, and the rollercoaster of emotions that went along with reality tv. Though disappointed, she shares the decision to grow her own social media following, and…
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It’s officially WEDDING WEEK! So we’re going back in time and revisiting the 2 episodes Shannon and Marissa filmed after meeting James. Enjoy! Did you actually think we weren’t going to use that for an episode title? Shannon and Marissa leave for Ibiza to get as rowdy as possible. Mission accomplished… or was it? Also wtf is a come-up? After quite …
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It’s officially WEDDING WEEK! So we’re going back in time and revisiting the 2 episodes Shannon and Marissa filmed after meeting James. Enjoy! Bitches luuuuv to travel abroad: Shannon and Marissa’s Europe Recap (well the first half of it). When Marissa told Shannon about her upcoming trip, one thing led to another, and all of the sudden Shannon was…
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It's a special week! 3-years and 113 episodes later, it's the anniversary of one of our all-time favorite podcast episodes, Trip of a Lifetime! Incase you missed it... "In episode 4 we discuss AG’s intense (and hilariously terrible) journey in Sedona.. on mushrooms. You can gain some insight on what to do when your friend's face melts off and get a…
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From flying on a private jet to navigating her fear of falling on the ropes course, Shannon is here to fill you in on all of the unseen of Very Cavallari. But first: some quick tour dates and life updates! In episodes 6 and 7 (just one recap episode left!), she shares her chilly time at Wirth’s family beach house, and some interesting fashion choic…
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Before heading out with Revolve, Shannon is glammed and back solo to give you some Q+As and advice! Handling friendship breakups, self-esteem in relationships, being a demure influencer, and more. She gives her best advice for navigating the dating world (hint: have your own hobbies!), maintaining single life, and valuing yourself beyond physical a…
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Shannon is back with a regular guest, and your favorites, Taylor! SheShe and TT are here to recap episodes 4 and 5 of Very Cavallari, and give you all the behind-the-scenes stories and personal insight. They share their initial thoughts about reality TV, and which one of them had to convince the other it was a good idea (you might be surprised by t…
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Shannon is back from South Carolina, recovered from the whirlwind of recent events, and it’s time. The moment you’ve all been asking and waiting for: she is here to spill all the details of their private marriage. Starting from buying the house, all the way to celebrating their 1st year of marriage, this is how it *actually* all went down. Shannon …
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It’s a full-circle moment for Shannon as she records this episode from her nearby college town, Greenville, SC. Last night she had her first show here, and it was…quite eventful. She shares her vivid recap of an unexpected reaction to a certain energy beverage, but the show must go on. In other news, Shannon shares her trip to the UK, where their f…
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This episode is the ultimate mashup between a fast talker and a slow talker (handshake emoji). Shannon sits down in New York with Sofia Franklyn to discuss all things breakups, botox and accidental substance use. Sofia opens up about her rocky podcasting past, and how she topped the charts launching her new show. They both share their experience tr…
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You’ve asked, and Shannon is answering. She’s back with all of the life updates and details from the BACH OF THE CENTURY in Nassau, Bahamas. But first: a quick trip to Alabama to judge Miss Alabama Teen USA, and of course, there was a little silly, funny mishap. Barely missing the opportunity to shake her ass on a yacht, Shannon recaps her trip wit…
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From fighting on the show to making a pregnancy pact, Shannon is back to recap another Very Cavallari episode with best friend and costar, Reagan Agee (Mason). They break down scenes from episode 3, sharing what went on behind the camera, and things they did and didn’t know while filming. They discuss embarrassing moments, constructed drama, hilari…
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Ya girl is back for episode 2 of the Very Cavallari rewatch series! This week, Shannon sits down with friend, co-star, and gym owner Wirth Campbell to talk behind the scenes, and things you might not know! They share where they were when their show was officially “green lit” and their excitement telling their friends, even though it took some time …
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Almost exactly a year after their first episode together (Ep 66: H is for Humbled), Shannon is catching back up with friend, fellow podcaster, and wine queen, Kaitlyn Bristowe. The girlies are here to chat about everything from spirituality to icks. Shannon and Kaitlyn discuss handling social media hate, and how far they’ve come, no longer spending…
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It’s time to kick off one of the most requested topics in podcast history: the Very Cavallari rewatch. From interviewing for the role to filming episode 1, Shannon breaks down how she got the gig, how everything came together, and all the juicy details from that first episode. Was she really employed by Uncommon James? Who had fake jobs to be on th…
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Shannon has arrived at the home of the Texas host with the absolute most, fabulous podcaster, YouTuber, and iconic dinner party organizer, Kenzie Elizabeth. The pair chat about all things influencing, and the jobs they tell people they do (cough marketing cough). They discuss podcast studio aesthetics, their common mispronunciations, and the intric…
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Shannon has been sliced and diced, and she’s home in Nashville for a solo episode with a little bit less skin! Consultation, recovery, and what to expect before, during and after surgery, your girl covers all the FAQ and need to knows for a quick, successful post-bleph heal (thanks Dr. Mike!). After returning from Dallas, Taylor, Anna Grace and MC …
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It’s another return NYC guest, and hopefully you’re ready to giggle and cover a lot of ground. This week Shannon is back with the one and only, professional comedian and perspirator, Hannah Berner. From 2 years ago to now, the girlies catch up on life: travel dilemmas, skiing incidents, celebrity interactions, and so much more. Hannah shares about …
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Time for a gurliepops’ day out recap featuring one of your favorite guests from season 5: Taylor Strecker. From lunch to shopping spree to the karaoke bar, Shannon and Taylor spill all the details from their supposed quick meal turned entire day excursion (with Claudia and SO much wine). They chat about reality tv villian edits, and accidentally ac…
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It’s Season 6! Shannon is back to catch you up on all of the insanity that has been the last 3 weeks. From hematomas, to hyperbaric chambers, to herpes, it’s been an absolute whirlwind and here’s the timeline. Starting with the dental debacle: what actually happened? Could it happen again? After talking to experts, Shannon shares her diagnosis, and…
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We all have that savage friend you can never put on speakerphone, and if you don’t, you need to get yourself a Brantley. For the season finale and episode 100, Shannon sits down with one of her long-time best friends from childhood, Brantley Herndon. The girls reminisce on childhood stories of sneaking out, boys, and a prank or two. How many Zyn po…
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