Feather feather! It’s another Monday Mailbag with Jared Freid, where your dating dilemmas get the Papa J treatment. First up, a listener wonders if she's dating a guy or just a part-time pen pal. After four amazing dates, the daily texting is great, but why does it take him five days to lock in the next hang? She’s debating how to ask for more consistent planning without coming on too strong. Jared breaks down how to communicate your needs without the ultimatum vibes.

Then, we’ve got a long-distance lover on the edge of a meltdown. Nine months of FaceTimes, two visits, future talk, and even marriage chatter—but no “girlfriend” title. Is his “I just need to work on myself” line legit, or is she stuck in a situationship that’s going nowhere? Jared gives his no-BS take on labels, timing, and when to call it quits.

If you’ve ever been caught between casual and commitment, this one’s for you. Hit play and let Papa J guide you through the chaos!

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🙋🏻‍♂️ Jared Freid

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Website - https://jaredfreid.com/

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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/