From Pessimism to Pushups with Eddie Pepitone - CHIT CHAT WEDNESDAY
The JTrain Podcast
Jared Freid
4.8 • 4.8K Ratings
🗓️ 11 February 2026
⏱️ 38 minutes
🧾️ Download transcript
Summary
Jared welcomes legendary “expert in pessimism” Eddie Pepitone for a Chit Chat Wednesday that somehow turns bleak childhood memories into pure comedy gold. Eddie takes us from soot-covered Brooklyn delis to surviving the Edinburgh Fringe like a stand-up endurance athlete, and he’s got some strong feelings about being labeled “the shouty guy.” They get into the weird relationship comics have with their fans, why bad times can weirdly be “Pepitone season,” and what today’s stand-up boom is doing to the craft. Then things take an unexpected turn into gym videos, capitalism rants, and a very specific Florida breakfast order that says a lot about a person. Stick around for the menu game and the travel story that proves Eddie might actually chase historic storms on purpose.
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Transcript
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| 0:00.0 | Chit Chat Wednesday for you to listen to, I have a guess who will be your new boo. |
| 0:09.5 | You're gonna love them too. |
| 0:14.0 | Chit chat Wednesday, I hope you're having a good day today. |
| 0:19.0 | I hope it's gonna be a perfect week, too. |
| 0:27.3 | I hope you have a nice poo. |
| 0:30.9 | It's a chit-chat Wednesday, too. |
| 0:35.4 | Hello and welcome to the J-Train podcast. This is J-Train Jared Fried. Come here lie from Delray Beach, |
| 0:41.9 | Florida. That's right. Every Wednesday is a chit-chat Wednesday where I sit with a friend, |
| 0:48.8 | a comedian, an expert. Today, I have two out of three. This is my first time meeting them. So I, I mean, |
| 0:55.2 | it would be too quick to call us friends. Hopefully by the end will be friends. They are an |
| 1:00.4 | amazing comedian. I would say they are an expert. And I don't want to start with any, you know, |
| 1:06.4 | these are my assumptions of someone. And that's kind of like the hardest thing to hear as a |
| 1:09.9 | comedian is what someone reads you as. Like, that's like the toughest thing. I, you know, |
| 1:14.6 | I have people that come to me. You do this, like, Jewish thing. I've like, I've never mentioned |
| 1:18.8 | being, you know, I guess I talk about myself and I happen to be Jewish. I would say you're an expert |
| 1:24.0 | in pessimism. Would you take that? Well, I, you know, I don't know |
| 1:31.8 | about you, Jerry, but I grew up in Brooklyn in the early 1960s, and, you know, it was a little |
| 1:38.4 | pessimistic back then, you know. I realized when I moved to Los Angeles, everybody was drinking |
| 1:47.9 | Chardonnay and running around in shorts, where in Brooklyn, we would get up every day and just |
| 1:53.8 | yell, not another day, please, not another day. And my dad, who was a teacher, |
| 2:02.9 | but he also, in the summer, |
| 2:05.3 | worked with my uncle who was a contractor. |
... |
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