It’s Chit Chat Wednesday, and Jared is joined by hilarious comedian Matt Ruby! Matt’s new comedy special, Bolo, is out now on YouTube, and it’s a must-watch. From cancel culture to algorithms, freezing eggs to mushrooms, Matt covers every hot-button topic with wit, insight, and laugh-out-loud humor.

In this episode, Jared and Matt explore the delicate art of finding humor in tension, navigating audience reactions to edgy material, and the unique role comedy plays in processing cultural and personal struggles—especially as a Jewish comedian. They dive into the creative process behind Bolo and discuss how authenticity in comedy intersects with surviving today’s ever-present social media algorithms.

And if that’s not enough, the duo takes a hilarious detour into the world of hallucinogenics. Jared shares a wild first-date story involving mushrooms, while Matt opens up about microdosing, creativity, and why he’s not that “mushroom guy.”

It’s a thoughtful, laugh-out-loud episode that mixes introspection, candid conversation, and plenty of punchlines. Whether you’re a comedy fan, a mushroom enthusiast (or not), or just looking for your next couch-night watchlist, this episode has something for everyone. Don’t miss out—tune in to the JTrain Podcast now!

Want more JTRAIN? Join the Patreon for more, listen to Coffee with JTrain, & send an email to 👉[email protected]

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🙋🏻‍♂️ Jared Freid

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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

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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/