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The JTrain Podcast

Should I Text A Guy I Matched With Two Years Ago? - MONDAY MAILBAG

The JTrain Podcast

Jared Freid

Comedy Interviews, Comedy, Health & Fitness, Sexuality

4.84.8K Ratings

🗓️ 17 November 2025

⏱️ 31 minutes

🧾️ Download transcript

Summary

On this Mailbag Monday, Jared dives into three big listener dilemmas about dating, friendship, and finding a fresh start. He unpacks what to do when a vacation match still lingers in your mind and you’re tempted to reach out again. Then, he talks about the pressure of supporting friends through massive life changes when your emotional tank feels empty. And finally, he offers thoughtful advice to a listener who wonders whether moving to Florida after ending an engagement might be the reset she truly needs?


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Transcript

Click on a timestamp to play from that location

0:00.0

It's a mailbag munder.

0:03.3

You've got problems there.

0:07.3

I'm going to help you from the comfort of my chair.

0:14.6

It's a mailbag Monday.

0:20.8

Hello and welcome to the J-Train podcast

0:23.1

Is J-Train Jared Fried coming you live

0:25.1

from Durham, North Carolina

0:27.4

That's right, every Monday is a mailbag Monday

0:30.8

Where you, the listener, email me, the comedian

0:32.8

With your advice questions,

0:35.1

If you want to be a part of this show,

0:36.8

All you're going to do,

0:43.9

email J-Train Podcast at gmail.com. That is as much promo and pushing that I'm going to do today on a Monday. We're taping this a little behind where we normally do so that it will be out for you

0:51.3

when you pick up your kepie off the pillow Monday morning. I want to make sure

0:56.9

there's a podcast for you. So we're just behind, you know, my schedule has been busy. Busy is great.

1:03.8

I love being busy. I love it. I, I, and if you're listening here because you found us from

1:09.7

The Toast, which I had such a wonderful

1:13.8

time with Claudia. And I, hearing from their listeners, wow, what a, what an audience. So thank

1:22.2

you. If you're new here, this is what we do with the daily show. Every Monday, I do mailbag Monday.

1:27.8

I take emails from listeners, give advice. It's just one guy's opinion. A lot of it's dating and relationship. You can do family, friends, whatever you're really looking for. And as I say to everyone who's been listening, and thank you to the people who have listened to me. Believe me, I'm you know, the OGs. But I would say what I do

1:45.3

here is I speak freely, honestly, openly, and compassionately about your problem while not having

1:52.6

to make eye contact with you, which is, it is way more powerful than maybe you might know.

...

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