It's Mailbag Monday!! In this episode of the JTrain Podcast, Jared Freid dives into two thought-provoking listener emails filled with messy emotions, tough decisions, and plenty of drama.

First up, a 36-year-old OG listener shares a wild story of love, faith, and heartbreak. He opens up about his engagement to "Gotha," his undeniable connection with "Catha," and the emotional chaos that followed. From reconnecting with his faith to navigating divorce, annulments, and small-town judgment, he’s left wondering: should he wait and hope Catha will want him down the line, or take a risk and reach out? Jared unpacks the complexities of this love triangle and gives his signature no-nonsense advice on how to move forward.

Then, a listener asks for guidance on dealing with an emotionally messy friend who drains her energy with late-night calls and endless venting but disappears when she’s happy in a relationship. Should she call it quits on the friendship or set boundaries to protect her peace? Jared delivers the tough love and practical tips you need to navigate one-sided friendships.

Tune in for a mix of heartfelt advice, sharp humor, and relatable insights—because everyone’s got their version of "Gotha" or "Catha" (or that one friend who never stops texting). Don't miss it! 🎙️Listen now and feather those nuts!

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🙋🏻‍♂️ Jared Freid

Instagram - https://www.instagram.com/jaredfreid

Twitter - https://twitter.com/jtrain56

TikTok - https://www.tiktok.com/@wizardofha

Website - https://jaredfreid.com/

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🙋‍♀️ Our Producer Venetia AKA V

Website - https://www.venetiageras.com/

Twitter - https://twitter.com/venetiaageras

Instagram - https://www.instagram.com/venetiaageras/

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/