Will I Ruin Things If I Have S*x On A Second Date? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid

The JTrain Podcast

Jared Freid

Comedy Interviews, Comedy, Health & Fitness, Sexuality

4.8 • 4.7K Ratings

🗓️ 28 April 2025

⏱️ 33 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

On this episode of the JTrain Podcast, Jared Fried brings his signature mix of humor and honesty to a fresh batch of listener emails!! First up, a woman caught in a tricky post-divorce situation seeks advice after her best friend’s ex-husband reaches out with a seemingly harmless text. Should she have responded at all? Then, Jared weighs in on the age-old debate: will sleeping with someone on the second date ruin the potential for something more? Finally, a dedicated social worker feels stuck after countless job applications and interviews have led nowhere. Jared offers a pep talk for anyone questioning their next career move. Whether about friendships, flings, or finding your footing, Jared’s got the insight you didn’t know you needed.

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🙋🏻‍♂️ Jared Freid

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Website - https://jaredfreid.com/

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🙋‍♀️ Our Producer Venetia AKA V

Website - https://www.venetiageras.com/

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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.

Jared Freid is a stand-up comedian from Boston 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, awkward setups, and 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/

Transcript

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0:00.0	It's a mailbag Monday.
0:03.3	You've got problems there.
0:07.2	I'm going to help you from the comfort of my chair.
0:15.0	It's a mailbag Monday.
0:20.8	Hello and welcome to the J-Train podcast.
0:24.5	This is J-Train Jared Freed coming you live from Boka.
0:29.3	That's right.
0:30.6	Every Monday, it's a mail-bag Monday.
0:33.9	You, the listener, write in and me, the comedian comedian and podcaster. Answer your emails. That's it.
0:40.0	That's the whole show. I've been doing it for over a decade. It's weird to even say that out loud.
0:45.9	I'm old. I belong in Boca. I'm here in Boca. If you listen to the Patreon, patreon. Patreon. Jared Freed, you're hearing about all the life
0:56.8	changes that are coming up with me. I might be making a little bit of a residency here in
1:03.2	Southern Florida. So patreon.com slash Jared Freed to kind of go through the highs and lows of that
1:10.4	decision making process, my family being
1:13.8	involved and hearing feedback and how difficult that is.
1:17.9	I get, you know, I get very personal on there.
1:21.9	So it is difficult.
1:25.5	It's hard.
1:26.0	And it's hard to, you know, to put out, you know, such personal
1:30.5	things. But I do feel a connection with you, the listener, you the viewer on YouTube, the, you
1:37.3	this is all kind of, there's not a lot of, there's not a lot of barriers, which, you know, maybe I need more.
1:46.7	I don't know. I don't know. I'm here on a mailbag Monday venting, um, taping this on a Friday.
	...

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