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The Bert Show

Vault: She's Convinced He'll Propose Over the Holidays

The Bert Show

The Bert Show

Entertainment News, Society & Culture, Comedy, News

4.14.4K Ratings

🗓️ 1 June 2026

⏱️ 13 minutes

🧾️ Download transcript

Summary

Vault: She's Convinced He'll Propose Over the Holidays

Transcript

Click on a timestamp to play from that location

0:00.0

The Birch Show.

0:02.0

We just talked to a whole bunch of Birch Show listeners, have some pretty dramatic storylines going on over Christmas and New Year's that we'll check back with on when we get back on the first or whatever, second.

0:11.9

And Joanna may have her own dramatic storyline going on as well.

0:16.1

I'm really excited.

0:16.8

I'm really excited.

0:17.1

I'm really excited about this one.

0:21.3

Well, Jason and I are at that time where we could possibly be getting engaged at any moment.

0:26.8

Oh, no.

0:27.6

Because we could be getting engaged means he better hurry up and propose because we have been dating for a long time.

0:34.0

Do you even listen to Bert and I when we speak?

0:36.0

No.

0:36.6

Yeah, rarely.

1:12.9

How long have you guys been together? It'll be two years in March. Okay. So, well, if you remember, well, I mean, do you think? Well, I think anywhere from, if you're dating somebody, if you're a guy and you're, you've passed the one year mark, just know that she thinks you're proposing at any moment and the further you go the more it intensifies it's such um it's an awful position for a woman to put herself in because jennas told us this before it's like you get to this certain point and you just assume and it is probably here that the engagement is imminent it's going to happen but every minute that goes by or every day that you see him, you think,

1:14.1

okay, maybe it's going to be today. And then you think, oh, we got this really cool thing Friday, but he's going to do a Friday. And it doesn't happen on Friday. And you're like, oh, I bet it's going to be more on the cruise. And then you get back from the cruise. and you keep playing this mind game with you.

1:25.2

And you're disappointed and disappointed and disappointed.

1:27.4

Yeah, I ruined like two years worth of vacations with that. Like every time, like you'd say, let's get up early and have breakfast. You're like, I know what you mean by breakfast. Right. Always looking in your, you know, like in your champagne glass or whatever. Is there a ring at the bottom of this glass? Well, I'm headed down that path too. Because we... What do you mean headed down? You're at the end of that path and you're making a campsite. In the middle of it. And we are going on a cruise for New Year's. And he sent me an email a couple, like a month ago, accidentally revealing that he was going to pop the question in January. I don't know if you remember me telling

2:01.0

you about that. He was sending this to somebody else that you saw it. Right. And it was accidentally forwarded to me. I saw it. All I saw was, hey, I'm going to do it in January. And when I told him, he said he was going to change the date. He's like, you know what? You should have told him. Well, right.

2:15.8

I shouldn't have.

2:16.5

But now he said he's going to change the date.

2:18.0

Well, he keeps talking about this ski trip in January and how excited he is in January and how amazing it's going to be. I think he's trying to throw me off and making me think it's still going to happen in January, but it might actually happen over on the cruise. When do you guys leave for the cruise? We leave the 26, the day after Christmas.

2:37.0

Okay.

2:38.0

Yes. And now, I'm sorry, go ahead.

...

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