Marriage, Prenups & Red Flags with Ashley Hesseltine - CHIT CHAT WEDNESDAY
The JTrain Podcast
Jared Freid
4.8 • 4.8K Ratings
🗓️ 13 May 2026
⏱️ 45 minutes
🧾️ Download transcript
Summary
Comedian Ashley Hesseltine joins Jared for Chit Chat Wednesday to talk marriage, dating, comedy, and her new comedy special Here Comes the Bride. They talk👇
- Getting married at 42
- Dating in LA vs Boston men
- Prenups and modern marriage
- Meeting her husband through DMs
- Relationship dealbreakers
- The play “For Richer or Poorer”
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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. |
| 0:35.5 | Hello, and welcome to the J-Train podcast. |
| 0:38.3 | It's J-Train Jared Fried. |
| 0:39.4 | Coming alive from Del Rey Beach, Florida. |
| 0:43.6 | That's right. |
| 0:44.7 | Every Wednesday is a chit-chat Wednesday where I sit with a comedian, a friend, an expert. |
| 0:53.4 | Today we are lucky to have all three. |
| 0:57.1 | Comedian, friend, an expert in getting married at 42 years old. |
| 1:05.2 | Everybody, the co-host of The Girls Got to Eat Podcast, Ashley Heseltine, thank you for coming on |
| 1:10.6 | the show. What an intro, the, thank you for coming on the show. |
| 1:11.8 | What an intro, the 42-year-old bride. |
| 1:15.1 | Listen, I thought that was very interesting part of the special, which is what we're here to talk about. |
| 1:19.7 | The special is wonderful. |
| 1:21.5 | It's hilarious. |
| 1:22.7 | Everyone should go and watch it. |
| 1:24.6 | It's on YouTube right now. |
| 1:25.9 | It's waiting. |
... |
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