Vault: She finally chose between her 2 live-in boyfriends

Summary

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The Bert Show – Vault: She finally chose between her 2 live-in boyfriends

Episode Date: June 24, 2026
Main Theme: Olivia’s love triangle comes to an end as she chooses between her two live-in boyfriends, sharing her decision and facing reactions from the Bert Show hosts and their listeners.

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Episode Overview

This episode dives into the dramatic conclusion of Olivia’s unusual romantic situation: living with and dating two men in two different locations—nicknamed Midtown Guy and Kennesaw Guy. After weeks of listener involvement, advice, and criticism, Olivia reveals her choice and explains her reasoning while fielding lively commentary and judgment from callers and hosts alike.

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Key Discussion Points & Insights

Olivia's Big Decision

• Recap of the Love Triangle:
  • Olivia has been seeing and living with both Midtown Guy and Kennesaw Guy, managing a double life that has spanned several weeks of show updates.
  • “How do you date two guys that you're living with in two different places and pull that off?” – Burt (00:54)
• The Reveal:
  • Olivia announces she is no longer living with two men.
  • “I am no longer living with two men.” – Olivia (01:22)
• Her Choice:
  • She chose Midtown Guy after an honest conversation about their future.
  • “We just started talking about our future and what we want and, you know, where we see ourselves in 10 years. And it was a lot of we discussion and the we just was sounding so good to me.” – Olivia (01:51)
  • Olivia broke it off with Kennesaw Guy, using a version of the classic “It’s not you, it’s me,” and told him she was moving in with her mother.
• Support from the Show:
  • Olivia credits the Bert Show community (despite their tough love) with forcing her to reflect and finally take action.
  • “After Friday's phone call, I was just feeling really bad about the whole situation…that kind of really got me thinking and feeling terrible about what I was doing.” – Olivia (02:38)

Dealing with the Fallout

• Her Feelings Afterward:
  • Olivia expresses relief but also remorse about how she handled things, particularly breaking up with Kennesaw Guy on the day before Valentine’s Day.
  • “I feel totally relieved right now. I also…feel a little bit like. A little bit remorseful.” – Olivia (03:46)
  • “It was not easy to break it off…especially the day before Valentine's Day.” – Olivia (04:11)
• Practical Matters:
  • Olivia took her clothes and television, but left most of her (IKEA) furniture at Kennesaw Guy’s house. She’s ambivalent about retrieving it.
  • “Yeah. Yeah. And it can. It can stay there if he…if he still wants it.” – Olivia (05:25)

Listener & Host Reactions

• Harsh Criticism:
  • Callers and some hosts voice biting criticism, accusing Olivia of being materialistic and selfish.
  • “She just sucks. I mean, for a whole host of reasons. I mean, let's pick, you know, Midtown Dude. Just because he has money…Kennesaw Guy didn't have as much, so we dumped him right before Valentine's Day.” – Caller Jeff (04:22)
  • “Oh, my God. You are not gonna have him six months from now. Karma's a bitch. You're going to get all of this put back into your love life just like you put into it.” – Caller Val (06:08)
• Defense and Nuance:
  • Some hosts defend Olivia’s choice, arguing that breaking it off was kinder in the long run and that making a decision—even if painful—was necessary.
  • “She had to rip the band aid off at some point, so might as well do it now rather than prolong it. It would be worse after Valentine's Day.” – Tracy (06:59)
  • “Now she has picked the person who is her one true love…this story is actually more romantic…a woman who had two choices…selected one as her one true love…” – Jeff (08:10)
• Predictions:
  • Hosts and callers predict that Kennesaw Guy will always remember Olivia as 'the girl who broke up before Valentine's Day,' and doubt the long-term prospects of her new relationship.

Olivia’s Takeaway

• She reiterates that the decision was for herself, not the listeners, and feels she's now on a better path.
  • “I made it for me and not for listeners. And, you know, we'll see how karma goes. I feel like I built up some good karma over the weekend, breaking it off with Kennesaw Guy.” – Olivia (07:48)
  • “From here on out, I'm going to be completely honest with him.” – Olivia (08:05)

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Notable Quotes & Memorable Moments

• On finally choosing:
  • “Yeah, I've cut it down to one.” – Olivia (01:39)
• Listener outrage:
  • “…You're going to end up alone and having neither one of them…It's gonna come back to you one way or the other. I promise it will.” – Caller Val (06:20)
• Helping Olivia see clearly:
  • “After Friday's phone call…I don't know. That kind of really got me thinking and feeling terrible about what I was doing.” – Olivia (02:38)
• Furniture humor:
  • “The good news is, with a swift kick to a properly placed kick with IKEA furniture, it falls flat again, just like it was when you bought it.” – Jeff (05:49)

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Timestamps for Important Segments

• 00:46 – Episode begins, context about Olivia’s story so far.
• 01:22 – Olivia reveals she’s no longer with both men.
• 01:51 – Explanation of her choice (Midtown Guy).
• 02:38 – Olivia discusses emotional fallout and the show’s impact on her.
• 03:46 – Olivia talks feelings of relief and guilt.
• 04:22 – Listeners call in with strong criticism.
• 05:07 – Practical aftermath of the breakup (Olivia’s stuff).
• 06:08 – Caller predicts karma for Olivia.
• 06:59 – Hosts discuss the necessity of the breakup.
• 08:05 – Debate over whether Olivia’s decision was the “right” thing.
• 09:07 – Closing thoughts and Olivia promises honesty going forward.

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Tone & Atmosphere

• The tone throughout toggles between humorous ribbing, critical judgment, and moments of genuine support.
• Olivia remains candid and composed, even as many listeners vent their anger or skepticism.
• The hosts foster open discussion, giving space for both harsh criticism and words of encouragement.

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Final Thoughts

The episode encapsulates a real-world romantic dilemma, highlighting societal judgments, the complexity of personal decisions, and the sometimes-brutal scrutiny of modern relationships. Olivia’s journey, complete with messy honesty and tough choices, is met with both condemnation and reluctant support, making for an engaging (and at times cringey) morning entertainment.

Transcript

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[Radio Host Jeff]

The Burt Show.

[Radio Host Burt]

All right, let's get back to Olivia here. This has been going on now for what, two weeks?

[Radio Host Tracy]

At least. Yeah, we've been talking to Olivia. Well, first of all, one of her friends told us about her story, and so we kind of strong armed her to come on with us. And I appreciate that she keeps coming on with, even though she keeps taking a lot of crap from us and the listeners. She's addicted to the people.

[Radio Host Burt]

I'll say that she had a tricky, tricky weekend ahead of her. I mean, how do you date two guys that you're living with in two different places and pull that off? Hey, Olivia. Good morning.

[Olivia]

Good morning.

[Radio Host Burt]

You must be exhausted.

[Olivia]

I'm actually doing much better.

[Caller Val]

Okay.

[Olivia]

Yeah. And I got big news, which is that I am no longer living with two men.

[Radio Host]

Okay.

[Radio Host Jeff]

We have a third.

[Caller Val]

Huh?

[Radio Host Burt]

We got a lot of ground to cover here. Okay.

[Olivia]

Yeah, I've cut it down to one.

[Radio Host Burt]

What happened this weekend?

[Olivia]

Oh, gosh. Well, you know, I didn't even try to pull off the weekend.

[Caller Val]

I didn't.

[Olivia]

So Friday night I was out with Midtown Guy, and we just started talking about our future and what we want and, you know, where we see ourselves in 10 years. And it was a lot of we discussion and the we just was sounding so good to me. And I was thinking about it and thinking about my life with Midtown Guy and that that is what I want and that it's going to be a much better life than would have been with Kennesaw Guy, who was great, but, you know, my heart was just really fluttering on Friday night. So Saturday morning I went out to Kennesaw Guy's house and I broke it off with him. And, you know, I did not tell him that there was anyone else. I kind of used a version of it's me. It's not. You told him I was moving in with my mother and just broke that off. So I spent the whole weekend with Midtown Guy, and it was wonderful. And I gotta say, like, you guys have really helped me out in this situation. After Friday's phone call, I was just feeling really bad about the whole situation. I mean, at first, I really didn't like all of the negative feedback that I would get from listeners. And I. I think I tried to play it tough, but when I asked you guys to wish me luck for the weekend, and you guys said no and, like, nothing and then the phone call was over, I. I don't know. That kind of really got me thinking and feeling terrible about what I was doing. And that's. That's pretty much it.

[Radio Host Burt]

Do you feel totally relieved right now?

[Olivia]

I feel totally relieved right now. I also. But actually, I also feel a little bit like. A little bit remorseful.

[Radio Host Tracy]

Like, did I choose the right one?

[Olivia]

No. No. Just, like, it was not easy to break it off with Kennesaw Guy. And, you know, I wanted to keep this. I wanted to keep it going as long as possible with those guys. And it was. It was not easy to break it

[Radio Host Burt]

off, especially the day before Valentine's Day. Hey, Tracy. Good morning. You're on Q100.

[Caller Jeff]

Good morning, everybody. Yeah, I just wanted. I wanted to get in before the lines got too long on bashing on Chick. I tried to get in last week and couldn't. She just sucks. I mean, for a whole host of reasons. I mean, let's pick, you know, Midtown Dude. Just because he has money. And I don't care what she said about. Oh, it sounded so good. No, he has money. Kennesaw Guy didn't have as much, so we dumped him right before Valentine's Day. Really? I mean, how bad could you possibly spend.

[Radio Host Jeff]

Well, if he's broke, then you're saving him the, you know, $15.99 that he spent on a.

[Caller Jeff]

Only you could come up with that. I love you, Jeff, but come on, now.

[Radio Host Burt]

I'm just saying, get him a favor.

[Radio Host Jeff]

That's one less gold dipped rose that he had to buy

[Radio Host Burt]

Olivia. How did he take that? Did he mention you're doing this the day before Valentine's Day?

[Olivia]

Yeah, it was. He did not take it well.

[Radio Host]

No, I'm sure not. And your stuff still. Is your stuff still over there?

[Olivia]

Some of it. I mean, I took my clothes and I took my television. I took the little stuff.

[Radio Host Tracy]

But you put most of your furniture in his house, right?

[Olivia]

Yeah. Yeah. And it can. It can stay there if he. You know, if he still wants it.

[Radio Host Tracy]

Is it, like. Is it, like, expensive, or are we talking, like, stuff from IKEA or whatever?

[Olivia]

It's ikea.

[Radio Host Burt]

I would want all your stuff out of my house. I don't want any reminders of you.

[Radio Host Tracy]

If he's broke, I mean, maybe that's a good.

[Radio Host Burt]

That's all he has. Well, the good news would rather sleep on the floor.

[Radio Host Tracy]

Parting prizes is that he's now got a couch to sit on.

[Radio Host Jeff]

The good news is, with a swift kick to a properly placed kick with IKEA furniture, it falls flat again, just like it was when you bought it.

[Radio Host Tracy]

Go right back in the box.

[Caller Val]

Yep.

[Radio Host Burt]

You just.

[Radio Host Jeff]

Right down.

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The next thing you know, it's four inches deep. Oh, my God. This is an entertainment center with my TV in it.

[Radio Host Burt]

Here's Val. Good morning. You're on Q100.

[Caller Val]

Oh, my God. You are not gonna have him six months from now. Karma's a bitch. You're going to get all of this put back into your love life just like you put into it. It's not gonna work out good. You're not gonna have him. You're gonna end up alone and having neither one of them. You already broke off with one. He's not gonna be with you for very long. I will guarantee it. Karma's gonna come back and bite you so bad, it's gonna be hilarious. I would love to hear from you in six. He broke up with you or how he found out. Maybe he was cheating on you the same way you were cheating on him. It's gonna come back to you one way or the other. I promise it will.

[Radio Host Burt]

So nobody. I mean, nobody thinks at least she broke it off, you know? Rather than have it go through Valentine's Day and spend a whole nother heartless, meaningless day with this guy. Nobody thinks, okay. At least she got it done.

[Radio Host Tracy]

I feel like that.

[Radio Host Burt]

You do?

[Radio Host Tracy]

Yeah. I feel like she had to rip the band aid off at some point, so might as well do it now rather than prolong it. It would be worse after Valentine's Day.

[Radio Host Burt]

Do you know that he'll be telling the story about her for the next three decades? That she will always be the chick that broke up with them.

[Radio Host Tracy]

He'll get over it. He'll move on. You know, time. Time will heal it. And then he'll have a good story.

[Radio Host Burt]

Hey, Jeff. Good Morning. You're on Q100.

[Caller Jeff]

Hey. Good morning.

[Radio Host Burt]

Hey.

[Caller Jeff]

Hey. I think that guy in Kennesaw is lucky as he can be. That girl, she's a dog, man. Nobody needs that. And that girl's gonna be regretting it down the road. Cause the guy that she's with in Midtown, he's probably already got two or three girls on the line that he'.

[Radio Host Burt]

Olivia, I think that you thought this call was gonna go a lot different than it is today.

[Olivia]

Yeah, I did.

[Radio Host Tracy]

Well, I mean, I'm glad you made the decision. I think that that's good now.

[Olivia]

Me, too. And I. You know, I made it for me and not for listeners. And, you know, we'll. We'll see. We'll see how karma goes. I feel like I built up some good karma over the weekend, breaking it off with Kennesaw guy.

[Radio Host Jeff]

And I agree.

[Olivia]

Because now from here on out, I'm going to be completely honest with him.

[Radio Host Jeff]

See, I think exactly the opposite. I agree with you. Like, everybody's talking about, who are you going to get bad karma? Well, you're going to get bad karma. Really? While we're staying in a relationship with two people at the same time, generating good karma. No. Now she has picked the person who is her one true love.

[Caller Val]

Right.

[Radio Host Jeff]

This is. And it's going to take you a while to see this, but this story is actually more romantic than Mr. Dialogue, because we have a situation here where we have a woman who had two choices.

[Caller Val]

Oh, no.

[Radio Host]

Come on.

[Radio Host Jeff]

She selected one as her one true love, even with another one inside or in front of her. So I got it. Yeah. So what she did is she went with two in front of her. She went and chose one. And that is destiny.

[Radio Host Burt]

And her love is probably timeless until she gets meets somebody from Brookhaven or

[Radio Host Jeff]

Midtown, loses his job.

[Radio Host]

I think it's great that she finally made a decision. Get your stuff out of Kennesaw's house and then be happy.

[Radio Host Burt]

Thank you, Olivia. Thank you very much for sharing the whole thing with us. And I would also like to talk to you in a couple of months to find out where you're at.

[Olivia]

Sounds good. Thank you, you guys.

[Radio Host Burt]

Okay, Olivia, thank you.

[Radio Host]

Good luck.

[Olivia]

Bye.

[Radio Host Burt]

All right. Bye.

[Olivia]

Bye.

[Radio Host Burt]

I think she was. She was thinking, everybody's gonna call up going, hey, you did the right thing.

[Radio Host Jeff]

That's great.

[Caller Val]

It's like, we hate her.

[Radio Host Burt]

Not so much.

[Radio Host Jeff]

The Bird Show.

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