Episode Details

This week’s Mailbag Monday brings two wild listener stories that’ll have you shaking your head and laughing out loud. First, Jared responds to a med school listener whose whirlwind romance with the class clown took a sharp turn into weirdsville. From bizarre family dynamics involving a touchy sibling to a jaw-dropping white coat ceremony reveal, this story is packed with twists, including a moment that made her walk out for good. But now that she's trying to stay civil, friends say she's being too nice—what should she do?

Next up, a listener seeks advice on some late-night Instagram behavior from her friend’s husband. Picture this: 2 AM likes on photos dating back to 2019… and then another spree at 4 AM, this time digging all the way to 2016. Is this classic "tap the glass" flirting? Should she tell the wife, confront him, or steer clear entirely? Jared breaks it all down with thoughtful advice, sharp humor, and insights you won’t want to miss.

Want more JTRAIN? Join the Patreon for more, listen to Coffee with JTrain, & send an email to 👉JTrainPodcast@gmail.com

Support the podcast by supporting our sponsors!

Hero Bread Support the show and get 10% off your Hero Bread orde with code JTRAIN at https://www.hero.co

MeUndies Support the show and get 20% off your first MeUndies order, plus free shipping with code feather at https://www.meundies.com/feather

Indochino Support the show and get 20% off of any Indochino purchase of $499 or more. Use code JTRAIN at https://www.indochino.com

🙋🏻‍♂️ Jared Freid

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

Twitter - https://twitter.com/jtrain56

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

Website - https://jaredfreid.com/

🎙🚊Follow JTrain Podcast

Patreon - https://www.patreon.com/jaredfreid

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

🙋‍♀️ 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 jtrainpodcast@gmail.com – 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.

--

Jared Freid is a stand up comedian fr