My Boyfriend Won't Spend Christmas With Me! Help! - MONDAY MAILBAG
The JTrain Podcast
Jared Freid
4.8 • 4.8K Ratings
🗓️ 22 December 2025
⏱️ 32 minutes
🧾️ Download transcript
Summary
Mailbag Monday has Jared holding the line through the holidays and diving into three juicy listener dilemmas. He cheers a fifth date move that involves designing a full on comedy show invite, reminding daters there’s no “too much” when you’re simply acting on your feelings. Then he tackles a tougher one: a two and a half year relationship stalled by a Christmas shutdown, explaining why holidays are sneaky relationship litmus tests and why this deserves a real sit down conversation. Finally, he breaks down a rom com adjacent crush on a taken guy, separating intuition from delusion and explaining why flirting from a relationship is its own dangerous vibe. It’s classic Jared, empathetic, blunt, and oddly comforting when dating gets messy.
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Transcript
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| 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. |
| 0:12.4 | It's a mailbag Monday. |
| 0:23.7 | Hello and welcome to the J-Train podcast. |
| 0:25.6 | It's J-Train Jared Fried coming in live. |
| 0:27.7 | I'm from Delaware Beach, Florida. |
| 0:28.2 | That's right. |
| 0:35.2 | Every Monday is a mailbag Monday where you, the listener, email me, the comedian, all your questions. |
| 0:40.2 | It can really be anything, relationship, family, friendship, |
| 0:46.7 | just anything on your mind that you want to hear someone, me, give an honest opinion on. |
| 0:52.7 | Here's a thing. You could ask for advice from anyone in the world, and they're going to do their best. We're all going to do our best. But sometimes |
| 0:55.1 | you ask a friend, they have to make eye contact with you. They have to take your history and make |
| 1:00.0 | it a part of their advice. And sometimes that comes off as biased. I am going to give you an unbiased |
| 1:07.8 | look at your question based on how you wrote it. You may add to my bias. |
| 1:13.6 | You might write something that makes me go, well, when someone writes that, it means this. |
| 1:18.7 | Because you might not even know how you feel until you wrote the email. |
| 1:22.4 | So send it, send it, send it, send it. |
| 1:24.7 | JTrain Podcast or gmail.com. |
| 1:27.1 | So many people, they'll be like, I just feel better having written the email, whether you get back to it or not. We get back to it, J-Train Podcasts at gmail.com. I have three emails from listeners in front of me. This is every Monday. This is coming out on the 22nd of December. Some of your podcasts that you listened to took a week off, took this week or next week off, |
| 1:48.2 | not your Papa JT. |
| 1:49.8 | I'm here with you when you need me most right now during those walks before you go to bed |
... |
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