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Brooke and Jeffrey

Awkward Tuesday: Surprise Surprise

09 Jun 2026

Transcription

Transcript generated automatically by AI and may contain errors.

Chapter 1: What surprise is Olivia planning for her boyfriend's birthday?

0.892 - 17.434 Jonas Brothers

Hey guys, it's us, the Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created our own podcast called Hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to it. We're the first people to do podcasts. We get to ask other people questions because we're sick and tired of being asked questions.

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17.735 - 28.89 Jonas Brothers

Well, sick and tired is a strong way to put it, but you know. Tired and sick. Tired and sick. Listen to Hey Jonas on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Just listen. We don't care where you hear it.

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29.343 - 47.338 Therapy Gecko

I am the therapy gecko. I am an unlicensed lizard therapist who takes phone calls from real anonymous humans about their problems, such as this. Sometimes I'll have my girlfriend pre-chew spicy food and kind of baby bird it into my mouth. Is that weird?

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47.619 - 71.533 Therapy Gecko

This week on Therapy Gecko, we're hearing all real, authentic human stories about anything from relationships to family drama to serendipitous encounters with unexpected people and things. If real people pique your interest, this is the podcast for you. Listen to Therapy Gecko on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

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72.273 - 82.244 Michelle McPhee

I'm Michelle McPhee, and I've been unraveling the strangest criminal alliance I've ever reported on. A Mormon polygamist and an Armenian businessman.

82.784 - 87.91 Jose

Multi-million dollar house, Ferraris and Lamborghinis, private jets, a billion dollar fraud.

88.23 - 94.797 Michelle McPhee

But how long can this alliance last? Tell me what you know. Is somebody coming after me?

Chapter 2: How does Olivia feel about her boyfriend's reaction to the surprise?

95.318 - 101.925 Michelle McPhee

Listen to Kingdom of Fraud on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

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102.007 - 121.332 Timbo

Last night, a blown call changed a game. This morning, the internet lost its mind, and nobody's telling you exactly what happened. That's where Sports Slice comes in. I'm Timbo, and every episode, we're cutting through the noise, breaking down the biggest moments in sports, and giving you the real story behind the headlines. And we're going straight to the source

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121.312 - 136.857 Timbo

the athletes themselves, their locker room stories, their reactions in the moment, and the stuff nobody gets to hear. Listen to Sports Slice on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. And for more, follow TimboSlicelife12 and the TikTok Podcast Network on TikTok.

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136.988 - 160.222 Tati Mellencamp

Hey, everyone. This is Tati Mellencamp. And Tamara Judge from Two Teas in a Pod. There's been one scandal that's consumed our lives these last couple of months. We're recapping the three-part Summer House reunion. And as always, we're being brutally honest. We're dissecting timelines, receipts, blind items, and previous episodes. Amanda and Wes, watch out. We're not going to be easy on you.

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160.542 - 166.371 Tati Mellencamp

Listen to Two Teas in a Pod on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

168.241 - 197.657 Jose

They say two's a party, three's a crowd. Unless that third person is a waiter coming to your table with a special surprise. A big one. Surprise. And that's what one of our listeners had planned for her boyfriend. But now that waiter might need to wait. Like wait, wait. Not wait on the table? Not wait on the table, like wait. This is getting a little confusing, Jeff.

198.177 - 204.246 Jose

Okay, because something weird happened the other day, and now the whole surprise could be in jeopardy.

Chapter 3: What is the significance of turning 30 in this episode?

204.266 - 205.448 Michelle McPhee

Okay, we could have started with that.

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205.468 - 210.194 Jose

That's why she's turned to us for help in your brand new Awkward Tuesday phone call.

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210.495 - 218.987 Jeffrey

Just wait, because it's coming up right after this.

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219.575 - 242.58 Jose

If you want to do something nice for somebody special in your life, does it have to be a surprise? No. No, but it's nice when it is. I mean, it is fun. That's true. Like when I surprised Brooke the other day and told her she was traded to another radio station for an intern to be named later. Yeah, surprise is on you, Jeff. I'm still here. Yes, she is. Unfortunately, yes, that is true.

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242.6 - 247.565 Jose

Backfired surprise. But that moment was priceless. I wouldn't change that for the world.

247.585 - 247.725 Jeffrey

It was.

247.705 - 269.667 Jose

Yeah, I totally believed you. Our listener today, Olivia, says she's been planning a surprise for her boyfriend. But now, thanks to recent developments, she feels like maybe she should just tell him and blow the whole thing. Oh, well, sometimes that happens. Yeah. You know, like if they want to plan something else and it's a day that you have to surprise. Anyway, it depends on the person. Yeah.

269.807 - 273.831 Jose

Let's get more details before we start speculating. Olivia, welcome to the show.

274.317 - 275.739 Olivia

Hi, thanks so much for having me.

Chapter 4: What unexpected problem arises regarding the surprise trip?

280.086 - 280.506 Unknown

Nice job.

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280.546 - 292.765 Jose

Maybe a surprise breakup. That'd be kind of cool. Oh, wait a minute. Very thoughtful. Yes, good girlfriend you are. Surprise, you're single. Most breakups are a surprise. That's true. So what's going on with you and your boyfriend?

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293.065 - 300.656 Olivia

So we've been living together for five months now, and it's almost his 30th birthday, which I'm so excited about. Dirty 30.

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300.896 - 303.22 Jose

Is he a birthday guy? What's his name, by the way?

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304.001 - 315.117 Olivia

Oh, I'm sorry. Jonah. Yeah. And yes, I think he's excited for the most part. You know, I feel like since it's a milestone, it's kind of got that, like, I'm excited, but also can't believe that I'm turning 30.

315.137 - 326.556 Jose

He's definitely not excited. Yeah. You're excited to an extent. Who's excited to turn 30 when you're in your 20s? Nobody is. I wish I could argue with Jeffrey, but 30 is the only one I cried at.

327.898 - 328.219 Olivia

I don't know.

328.239 - 332.687 Jose

It was just like such a moment. But you feel like maybe he's looking forward to it?

333.689 - 335.852 Olivia

I think so. I mean, I am.

Chapter 5: How does Olivia plan to reveal the surprise to her boyfriend?

335.872 - 340.721 Olivia

So I think I'm going to be able to make him excited about it if he's not.

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340.741 - 342.023 Jose

Okay. So what do you have planned?

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342.458 - 350.294 Olivia

Well, so Jonah and I have never really traveled anywhere significant together. We've done like a day trip here and there, but nowhere big.

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351.657 - 358.29 Olivia

So a friend of mine who works in travel, she's helped me plan a big 30th getaway to Mexico for him.

359.755 - 382.767 Jose

This is amazing. You're going to take him to Mexico as a surprise trip? That's so fun. How are you going to pull that off? Dude, I'm so excited for both of you. That's wild. I'm thrilled too, by the way. Sorry I'm not jumping in all over it. I can tell, Jeff. Wow, Mexico. Sorry, I grew up in, we went to other places. Oh, sorry.

382.787 - 384.59 Unknown

But Mexico's cool.

384.61 - 403.242 Jose

But we would fly over Mexico on the way to other cool places. Yeah, I know Southwest does like a budget trip there. It's really nice. You're such a party pooper. I'm saying it's great. It's wonderful. This is the best gift anyone has ever given anyone ever. Ignore Jeff. How soon is this surprise trip supposed to happen?

403.843 - 406.948 Olivia

It's going to be coming up, like, right after his birthday.

Chapter 6: What advice do the hosts offer Olivia regarding her situation?

407.329 - 419.31 Olivia

So my plan was to take him out to dinner, and then after dessert, I'm going to have the waiter drop off the envelope on the table that has the itinerary on it, and then we would leave the next day. Oh!

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419.29 - 438.203 Jose

Wow. So it's like the waiter's idea to send you, and it's not yours. Give him all the credit. Wait, is the waiter coming with us? Like, what's happening? That's kind of cool. You got to take her to Mexican food, too. Like, put it in the flan, you know? Oh, that's a good point. You've definitely planned this whole thing out, though, it sounds like. So what's happening that's derailing the plan?

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438.243 - 439.425 Jose

Yeah, what's wrong?

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439.642 - 456.372 Olivia

Well, okay, so I was going over the itinerary at home and just kind of making sure everything was buttoned up, ready to go. And I got this phone call from work, which I had to step out to deal with. And while that was happening, Jonah came home, and when I got back to my computer, it was just off.

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456.392 - 459.144 Jose

Oh, no. You think he saw it?

459.164 - 461.47 Olivia

Yeah, there's no way he didn't see it.

461.49 - 465.259 Jose

And your computer doesn't have, like, an automatic shutoff thing, does it? Yeah, like a sleep mode. Yeah.

465.279 - 474.18 Olivia

No, I mean, I suppose, like, maybe he just reached down and turned it off since I wasn't there. But the document was up on the screen.

474.2 - 476.465 Tati Mellencamp

Okay. Yeah. Maybe he had to shut the screen off to resist reading it.

Chapter 7: How does Olivia's boyfriend react during the phone call?

482.035 - 489.73 Jose

But it's a good move on his part not to bring it up, not to ruin the surprise. It's also true, like kind of protecting your feelings. Well, I don't know. How was he acting after that?

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489.777 - 506.537 Olivia

Well, I didn't bring it up either, but I thought he was acting a little weird. Like the next day, he just sort of comments like, hey, I hope you're not planning on doing anything too big for my birthday. Super excited to go to dinner, but let's just keep it low key and that'll be really fun.

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507.344 - 513.874 Unknown

That makes me think he didn't read the whole thing then. Because if you saw you book stuff, why would you say that? Because you don't want to go.

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513.894 - 520.885 Jose

Unless he's like, tell her to cancel. That's like the polite way of being like, I don't know any plans, but if there are plans, let's not do them.

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520.945 - 523.909 Tati Mellencamp

I get it, but that's so rude if you saw how detailed the itinerary is.

524.971 - 535.427 Jose

Maybe he's just really bad with secrets and he's like, I know, I'll tell her that I don't want her to do anything and then she won't think that I saw it. I mean, there's a lot of speculation. What are you feeling right now, Olivia?

535.947 - 547.724 Olivia

I mean, I put a ton of work into this. I thought Mexico would be great. We've talked about Mexico before, but if he can't even just be excited or appreciate that I put in that kind of work, I'm going to be pretty upset.

548.245 - 554.313 Jose

Oh, man. What do you want to do right now? What advice are you looking to get from us for this phone call?

555.195 - 567.577 Olivia

I need a clever way to figure out if he... If he did see it and doesn't like it, how do I react to that? Because to me, that just doesn't even bode well for our relationship.

Chapter 8: What is the final outcome of Olivia's surprise plan?

578.596 - 592.752 Jose

So maybe sometimes it works out. I guess, yeah. My parents were kind of the same. We're all over the spectrum. This is either great or not great or somewhere in the middle. What if he's worried about money? Like, he thinks, oh, God, I'm an old... Oh, that's not bad. I don't know where I have a whole big bill now or something.

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592.792 - 596.356 Jose

Like, Mexican trips are not... Did he say, you have the rest of your 30s to stress about money?

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597.558 - 597.838 Unknown

Not now.

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597.858 - 604.986 Jose

Or dump him because he's poor. Either way, we support you when we come back and do your awkward Tuesday phone call right after this.

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605.928 - 608.553 Unknown

It's awkward.

608.573 - 611.758 Jeffrey

It's Tuesday. It's Awkward Tuesday phone call.

611.778 - 632.77 Jose

Is there anything worse than when a person knows a big surprise is coming, so they fake it just to appease you? Oh, they fake the surprise. Yeah, that's what happened yesterday when Brooke announced she was pregnant for the third time. We all knew it was coming, and we just had to fake pretend that we were shocked. I am not pregnant.

632.83 - 651.999 Jose

Jose even burst into tears just to make Brooke feel better about it. Well, that was for a different reason. I went to Dr. Snip and stayed in the room when it happened for my husband, okay? I know I am not pregnant. So Dr. Snip is apparently the father. Just a really sad moment all around.

652.059 - 661.954 Jose

That's what our listener Olivia is trying to avoid because her live-in boyfriend has his 30th birthday coming up, and she wanted to surprise him with a special trip to Mexico.

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