It’s Chit Chat Wednesday, and Jared welcomes the endlessly hilarious Caitlin Peluffo to the show! They’re diving into all things holidays, singlehood, and comedy, making this episode the perfect mix of relatable reflections and big laughs.  

First up, Caitlin shares what it’s like going home for the holidays as a single adult. Spoiler alert: her family is full-on Christmas obsessed🎄 From Christmas Eve traditions to waking up on Christmas Day, Caitlin paints a vivid picture of what it’s like to grow up in a house that could double as Santa’s workshop. Jared, who’s more of a Christmas casual, listens in awe and gets a newfound appreciation for the magic (and occasional madness) of the holiday season.  

They don’t just stop at holiday stories, though. Caitlin and Jared also tackle some real talk about navigating singlehood during family gatherings, the growing trend of freezing eggs, and the subtle (or not-so-subtle) pressures that come from well-meaning relatives this time of year. If you’ve ever had to dodge a “So, when are you settling down?” question over a plate of holiday ham, you’ll feel seen.  

On the comedy front, Jared opens up about his experiences with crowd work and dealing with hecklers while on the road recently. Caitlin shares her approach to engaging audiences, and together they explore the balance between owning the stage and handling unexpected moments. If you’re curious about the behind-the-scenes of life as a comedian, this part of the convo is for you  

✨ Bonus: Catch Caitlin performing live this New Year’s Week—she’s an absolute must-see on stage!

🎄 Merry Christmas to all, and to all, enjoy this laugh-filled episode! 🎅

Also! email your favorite stories to [email protected] or DM the pod on Instagram @jtrainpodcast🎙Upcoming Shows: Portland, Phoenix, and more! Don’t miss Jared live—grab your tickets now!

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🙋🏻‍♂️ Jared Freid

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🙋‍♀️ Our Producer Venetia AKA V

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Hop on the "JTrain" with comedian Jared Freid and his crew of pals, including YOU! Join us for an hour of laughs, gripes, and straight talk on modern love. Send in your questions, dish on the latest trends, and more to [email protected] – we'll tackle it all on air! It's a no-nonsense, fun journey where we escape reality for a bit, delivering quick laughs and razor-sharp insights into the wild world of life and love. Tune in every Monday.

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Jared Freid is a stand up comedian from Boston and who is currently based in New York City. Jared is known to give great dating advice and is all knowing of the Bachelor & Bachelorette nation! You can catch his latest comedy special on Netflix, “37 & Single”, where Jared discusses dating app frustrations to awkward setups to breakup justifications. (For the record, Jared’s mom thinks his body is “just fine.”) Besides regularly headlining and touring around the country, Jared hosts two podcasts called “The JTrain Podcast” and “U Up? Podcast” with Jordana Abraham of Betches, where they discuss their takes on modern dating with issues ranging from apps to hookups to relationships. Check out more of his comedy and a live show today! 👉https://jaredfreid.com/