WORST Shoe Trends with Josh Gondelman - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid
The JTrain Podcast
Jared Freid
4.8 • 4.8K Ratings
🗓️ 2 July 2025
⏱️ 42 minutes
🧾️ Download transcript
Summary
On this Chit Chat Wednesday episode of the JTrain Podcast, Jared welcomes comedian, friend, and underrated sneakerhead Josh Gondelman to the show. They dive into Josh’s new YouTube special Positive Reinforcement, discussing what it means to be the “old guy in the room” and how aging has shifted their perspectives in comedy. Josh shares stories about co-hosting a white noise podcast designed to help people fall asleep, complete with bedtime-friendly chit chat and zero food talk. The two also swap thoughts on the current comedy scene, the perils of early internet oversharing, and how online criticism has changed. They wrap the episode with a hilarious breakdown of the five worst shoe trends, from cooked Air Force 1s to Crocs and tech-bro sneakers. It’s sharp, silly, and surprisingly heartfelt. Don’t forget to check out Josh’s special!
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. |
| 0:35.2 | Hello and welcome to the J-Train podcast. |
| 0:38.3 | It's a chitchat Wednesday, and today's guest is an OKP, Josh Gondelman. |
| 0:43.1 | He is fantastic. |
| 0:44.3 | He is hilarious. |
| 0:45.2 | And he has a new special on YouTube called Positive Reinforcement. |
| 0:49.7 | The link is in the bio of this episode. |
| 0:52.9 | So go watch the special. You're going to love it. Josh is hilarious. |
| 0:56.5 | We talk about aging and sneakers. We do a worst five on shoes generally because I'm not a |
| 1:03.9 | sneaker guy, but Josh is like the sneaker guy. So if you like sneakers, you're going to love |
| 1:08.5 | this episode. Enjoy today's show. Boom. |
| 1:24.8 | Hello and welcome to the J-Train podcast. |
| 1:27.8 | This is J-Train, Jared Freed. |
| 1:29.3 | Come in your la. |
| 1:30.7 | I'm from Hartford, Connecticut. |
| 1:32.6 | That's right. |
| 1:33.1 | Every Wednesday is a chit-chat Wednesday where I sit down with a friend, a comedian, an expert. |
... |
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