Jared is back for another juicy Mailbag Monday, where listeners spill their most complicated dilemmas and Jared serves up the tough love and thoughtful advice they need. In this episode, a listener’s new friendship is shaken when her neighbor discovers her husband has been cheating — for the second time. How do you support a friend in crisis when you can’t stand their spouse? And when is it okay to speak up versus just being a shoulder to lean on?

Next, we tackle a friendship put to the test after an uncomfortable late-night conversation about race, privilege, and perspectives on free speech. Can a decades-long friendship survive fundamental differences, or are some divides too wide to bridge? Jared breaks it all down with empathy, insight, and the sharp humor that makes JTRAIN a go-to for life’s messiest moments.

If you’ve ever wondered how to handle tough conversations, tricky dynamics, and the gray areas of friendship, this one’s for you.

All aboard! 🚂

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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/