It's Mailbag Monday! 💌 Feather, feather! Jared Freid is here to bring his signature blend of empathy and tough love to two complicated listener dilemmas. First, a listener writes in about her rollercoaster relationship with a long-term booty call. She’s caught feelings, but he’s keeping her at arm’s length while hooking up with others. Jared dives deep into the male perspective, breaking down why someone can feel a connection but still refuse to commit.

Next, we tackle a heartfelt question from a listener who’s had to choose between love and career. After a breakup spurred by conflicting dreams—grad school in two different countries and a future in Europe—he’s wondering if following his dream meant losing the love of his life. Jared offers clarity and advice on balancing love, ambition, and long-term compatibility.

Whether you're navigating messy "situationships" or tough life choices, this episode is a must-listen. Don’t miss Jared’s insightful advice and hilarious takes on dating, relationships, and everything in between!

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

Support the podcast by supporting our sponsors!

Lumen Control Body Odor ANYWHERE with @lumedeodorant and get 15% off with promo code JTRAIN at  https://www.lumen.me/JTRAIN

Nutrafol Support the show and get $10 off your Nutrafol order with the code FEATHER at https://www.nutrafol.com

Indochino Support the show and get the best deals of the year when you shop Indochino’s Cyber Sale to December 8 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/jtrain

🙋‍♀️ 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.

--

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/