Dear Media

Probably a Podcast

Comedy EN ↓ 195 episodes

Howdy, it’s Shannon Ford Middleton. I’m an influencer (don’t call me that), past reality show villain, current funny bitch, and host of Probably A Podcast. My life is a series of crazy events, and I’m here to share them, through hell or herpes, if you know you know. From giggling with my 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 1.5. Join me every Tuesday for your weekly dose of shenanigans on Probably A Podcast.

Author

Dear Media

Category

Comedy

Podcast website

art19.com

Latest episode

Jul 8, 2026

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Episodes

Ep 94: Big Brained Dumb Bitches feat. Taylor Strecker 13.02.2024

Hey, Gurliepops, hey! This week, Shannon sits down for one of her most requested crossover episodes with entrepreneur, Disney adult, and iconic podcaster, Taylor Strecker. As a fellow member of the “I Got Fired” Club, Taylor talks about her time at SiriusXM and how she was able to pivot and create success for herself. Shannon asks Taylor about her ex-husband, or “wasband,” and her current relation...

Ep 93: Blocked Box Rap Beef Robberies 06.02.2024

Reminiscing her NYC days, storytelling queen Shannon is back from a quick trip to the city, and of course, it was an eventful one. What initially started as a wedding dress shopping trip with Taylor Monaco became a week of events with friends. After the bridal activities and a podcast swap, things got interesting. *Checks off witnessing a robbery on the bingo card* The girls had a smashing time ou...

Ep 92: Louis V Pee Pee 30.01.2024

Back from Aspen with no injuries (just a little humiliated), Shannon is here with one less hole in her body to catch you up on the nonsense that is her life. And her new obsession? Gay ski week. What started as an email from Revolve quickly transformed into one of the best trips of their lives. But this story starts at the Nashville airport, where while waiting to check her bags, Shannon’s luggage...

Ep 91: Influencing 102 23.01.2024

Class is back in session! It’s been almost a year since Influencing 101, so it’s time. Hear all of the updates and answers to the questions you submitted in Influencing 102! Shannon is an open book and feeling HONEST. She talks about how she got started, and how Very Cavallari provided a launchpad for her influencing career. She breaks down the different content deliverables and types for brands a...

Ep 90: Everyone Gets Fired feat. Jackie Oshry Weinreb 16.01.2024

This week’s guest was one of the most requested guests of 2023. Podcaster, Author, and “Entrepreneur” Jackie Oshry Weinreb is back! Shannon and Jackie bond over getting fired from their corporate jobs, and Jackie shares how The Toast really started. Boy jobs, Millennial vs Gen Z, and their Tiktok For You pages, Jackie and Shannon catch up on all things life and social media. Jackie shares how she...

Ep 89: Quitting is for Winners 09.01.2024

Shannon is back solo this week for a much-needed life update episode. How did Christmas go with both Shannon and James’ families in town? Shannon describes how the week felt like a Hallmark movie, complete with kringles, crackers, and crowns. She shares their traditions, and her contribution on Christmas morning (obviously the Bloody Mary bar). What gifts did they get for one another? Shannon reca...

Ep 88: Pickles, Proposals and Parasites feat. Anna Grace Newell 02.01.2024

It’s a new year, but your favorite Boof Squad remains the same: Shannon and Anna Grace are here to update you on all their life shenanigans, as Shannon awaits the delivery of her Chamoy pickle kit. Obviously, nothing has changed. AG shares the origin of using the phrase “boof” and a little warning for the airport. The girls share their excitement to go through their engagement era together! AG tel...

Ep 87: Probably A Holiday Spectacular 26.12.2023

Merry Christmas/Holiday/Hanukkah/Kwanzaa, or whatever you’re celebrating! Shannon is back for her yearly tradition: the holiday episode! With her gin and tonic, she gives an update on how she is handling the house prep and getting ready for hosting Christmas for her and James’ families. Shannon reflects on the past year, finding love, and buying a home, and shares her excitement for the upcoming s...

Ep 86: An Explosive Engagement feat. James Middleton 19.12.2023

It’s the one you’ve all been waiting for: THE ENGAGEMENT EPISODE, with none other than James Middleton. Shannon and James share their stories about how the day went for each of them. Was James nervous? Did Shannon see it coming? Where did he hide the ring? Almost having chocolate doo-doo donut nails, an unexpected outfit change, and an explosion, they give all the little details you might’ve misse...

Ep 85: Time Zone Haters feat. Morgan Willett 12.12.2023

This week’s guest has quite a few things in common with Shannon. Bonding over meth, reality TV, and their mutual hate for WhatsApp, this week’s guest is fellow Nashville influencer, Morgan Willett! Morgan shares her story of quitting her job to go on Big Brother, and wow, did it pay off ($250,000, to be exact). Shannon and Morgan chat all about strategy on tv and how it affected them mentally. The...

Ep 84: A Trip Through our Twenties feat. Taylor Monaco 05.12.2023

From meeting at Tin Roof to buying their new homes, Shannon and Taylor are here for a “quick” episode to give some updates and take you on a tour through their twenties! After spending the morning at crowded craft stores, Taylor tells her Christmas decoration drama. But back to the story: they’ve spent the last 10 years building their dream lives alongside one another. Having kids, selling out liv...

Ep 83: Live, Laugh, Lose Money 01.12.2023

Surprise! Happy Friday! Shannon is here for a bonus episode! Tis the season for GIVING (or did she take too many weeks off during break? Who could be too sure lol). Your girl is here with some updates: her 30th birthday trip, a new car, 3 parties in one night, spending Thanksgiving with her family, and, of course, some finance and spray tan tips. Shannon shares some of her destination wedding...

Ep 82: Diet Coke for President feat. Daryl-Ann Denner 28.11.2023

Shannon is joined by her first guest of Season 5: blogger turned iconic business owner, and queen of inclusivity, Daryl-Ann Denner stops by to chat all things social media, family, and business. Daryl-Ann shares how she went from feeling stuck as “Something Beautiful” to building a well-known basics brand, Nuuds, and her secrets to her quick success. They talk about being unapologetically themselv...

Ep 81: Nasty Little Girl 21.11.2023

She’s back and better than ever! After a nice, relaxing season break full of travel and live shows, Shannon is excited to sit down in her NEW podcast room, answer some questions, and give you all of the exciting life updates. Buckle up! She recaps her time in Paris with Bridget and Revolve, touring venues in Italy with Marcia, and shares her opinion of Taylor and Travis. Remember the lady who shus...

Ep 80: Queen Bees 26.09.2023

Our warm hug and ray of sunshine in physical form, Anna Grace is back to help round out the end of the season! What’s new with AG? How is Florida? Shannon tells AG what she thought Reiki was (hint: no rakes). Cover squirrels and Maybelline, the girls chat beauty trends and their experiences with castor oil. AG spends some time in a bee hive and shares her new-found passion for pollination stations...

Ep 79: The Millennial Martha feat. Cortney LaCorte (Cheese Gal) 19.09.2023

This week’s special guest is none other than the one and only Cheese Gal herself, Cortney LaCorte! From the best tips for hosting and following your passion, to what it’s like being married to a songwriter, Shannon and Cort cover a lot of ground. Cortney sets the record straight about her decision to close her storefront in Nashville, and how she hasn’t looked back since. Shannon’s here with the c...

Ep 78: Dear Diary 12.09.2023

It’s the last solo episode of the season, and it’s a juicy one. While moving and searching through boxes, Shannon stumbled upon a journal with entries from June 2016 - December 2017. Of course, she did what any insane person would do and read them to the internet where they will live for all eternity. But not before some life updates: the DC and NYC live shows, meet and greets and her morning rout...

Ep 77: Healthy Girl Fall feat. James Middleton 05.09.2023

Who needs a hot girl summer when you can have a healthy girl fall? Shannon and James have a quick chat about the live shows and dive right into James’ best tips for getting fit for Father Christmas…lol just kidding. But he does debunk some misconceptions about intermittent fasting, cortisol and metabolism. Shannon talks about listening to her body, how she overcomes her fear of judgment at the gym...

Ep 76: Not Settling Girl Summer 29.08.2023

Before going to her shows in DC and NYC, Shannon sits down for an episode that’s a little more intimate than most. Shannon shares her love for her Mimi and all of the moments she wishes they would have gotten to experience together. She mentions how she is feeling about the upcoming live shows, and how her recent trip to NYC went, and answers a question she’s been getting a lot lately. Shannon tel...

Ep 75: Boyfriend Stealing B*tch feat. Taylor Monaco 22.08.2023

Shannon and Taylor return home to their compound after a stunning trip to the Hamptons for Tay’s 30th, and they’re here to give you a recap! Where to stay, where to go, and what to do when you’re visiting the Hamptons to have the BEST time. Taylor even tried a couple of new things this trip! Like having Shannon pack her clothes and mushrooms. Maybe you’ll learn something new about both! Taylor sha...

Ep 74: Recovering Axe Murderer feat. Anna Grace Newell 15.08.2023

It’s your favorite boof team once again! Shannon and Anna Grace are back to cover all the topics you want to hear: a live show recap, some life event updates, and advice on figuring out friendships as an adult. Anna Grace gives us the details of her 30th birthday nude beach excursion, and the girls share the struggle of having naturally tan boyfriends. After moving and making new friends in Florid...

Ep 73: Aliens, Ariana Grande, and Jupiter, FL 08.08.2023

Your favorite gurliepop is solo this week for all the life updates after a much-needed girls trip with old friends. You won’t be surprised to hear that Shannon was absolutely feral: dancing on toilets, blowing on random saxophones, and so much more. Unfortunately, her journey home was much less exciting. Now that she’s back in Franklin, the new house is slowly but surely coming together (no thanks...

Ep 72: The Fresh Prince of Spritz feat. Ben Soffer 01.08.2023

Straight in from the new LaGuardia airport, this week Shannon sits down to chat with nearly geriatric LinkedIn phenomenon, Ben Soffer, aka Boy With No Job. They’re here to discuss all of the important recent topics! The pair chat about the splashing original Spritz launch party in NYC, the Taylor Swift craze, and sparkling vs still water. Ben shares the origin story of his amazing podcast with Jos...

Ep 71: Cheer Up, Love 25.07.2023

Shannon is back from her epic month frolicking abroad, and finally prepping for the big move into her new home! She’s here to give you the juicy “goss” and all of the updates from Ibiza and Wimbledon, starting with how they almost missed their flights to get there (those damn time zones). Shannon experiences Ibiza in a different light for James’ 30th birthday, where they had the time of their live...

Ep 70: Kissing Cousins feat. James Middleton 18.07.2023

Shannon sits down with James to tell you all about their upcoming time in London and a trip to Ibiza for James’ 30th Birthday! James talks about what he is most excited about in his thirties and the pair share the origin story of their nickname for one another, “Boosh.” Twin sisters, red hair, and Prince Albert, the two unpack some hilarious stories, and James tells his side of saying “I love...

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