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Commercial Announcer
Did you know Microsoft has officially ended Support for Windows 10? Upgrade to Windows 11 with an LG Gram laptop, voted PCMag's Reader's Choice top laptop brand for 2025. Thin and ultra lightweight, the LG Gram keeps you productive anywhere, and Windows 11 gives you access to free security updates and ongoing feature upgrades. Visit LGUSA.com iHeart for great seasonal savings on LG Gram laptops with Windows 11. PCMag Reader's Choice used with permission. All rights reserved.
Show Host Brooke
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Listener Patrick
So let me get this straight.
Show Host Jeffrey
Your company has data here, there and.
Co-Host Jose
Everywhere, but your AI can't use the.
Listener Patrick
Data because it's here, there and everywhere?
Show Host Jeffrey
Seems like something's missing.
Listener Patrick
Every business has unique data.
Co-Host Jose
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Listener Patrick
To change how you do business. Let's create Smile to Business. IBM.
Show Host Brooke
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Co-Host Jose
I mean, everybody does like a top 10 list of 2025, but none are more disastrous than ours.
Show Host Jeffrey
That's right. We have the worst of the worst. And with your number five second date update, how long should a good first date last? Like maybe an hour, possibly two? No wrong the correct answer is 120 hours straight.
Co-Host Jose
Oh, wait, what?
Show Host Jeffrey
Because that's exactly how long one of our listeners planned his first date to spend. Five full days, and he did it with a woman that he'd never met in person before.
Co-Host Brooke's Friend
The day doesn't go well.
Co-Host Jose
I know. I feel like hour two, she's already ready to tap out.
Show Host Jeffrey
Yeah, sounds like a recipe for success to me. But I guess we'll find out what happened in your number 5 second date update.
Narrator/Promo Voice
Right now.
Show Host Jeffrey
Second date update. What do you do if you've been on the dating apps for so long? You start seeing the same people on there over and over and over.
Co-Host Jose
Does that happen?
Show Host Jeffrey
Yeah.
Co-Host Jose
Or you, like, delete it and then.
Show Host Brooke
Two years later you get it and you're like, you again.
Show Host Jeffrey
Start thinking like, oh, they haven't found somebody yet. Oh, that Catfish account is still active.
Listener Patrick
Weird.
Show Host Jeffrey
At that point, they're not potential soulmates to you anymore. They're more like coworkers, just occupying the same space as you every single day.
Co-Host Brooke's Friend
Hey, Sarah, good to see you here.
Show Host Jeffrey
That's where one of our listeners, Patrick, found himself recently, and he chose to do something about it. So let's find out. Patrick, welcome to the show.
Listener Patrick
Hey, guys. Thanks for having me.
Co-Host Jose
So it's funny to think that the people that are you are seeing are also seeing you and thinking the same thing.
Listener Patrick
Yeah, yeah.
Show Host Jeffrey
You know, but it sounds like you were on the dating apps for a long time.
Listener Patrick
Yeah, I was.
Co-Host Jose
Unfortunately, he's like, why bring it up, Jeff?
Listener Patrick
Yeah, thanks for reminding me.
Show Host Jeffrey
But it says that you decided to do something about it to change that. What did you do?
Listener Patrick
So I kept seeing the same people, so I expanded my location.
Co-Host Jose
So you're willing to drive four hours for a date now?
Listener Patrick
Basically.
Show Host Jeffrey
Ok, so you expanded your search to farther away, and who did you end up matching with?
Listener Patrick
Her name was Lisa, and our first date actually ended up being a vacation.
Co-Host Jose
What? Wait, it's that far away that you had to take a whole weekend to get there?
Co-Host Brooke's Friend
What the heck?
Listener Patrick
Well, it was kind of more of a separate trip.
Show Host Brooke
Whoa.
Co-Host Jose
You invited her on a vacation and she said yes?
Listener Patrick
Well, it happened to coincide with the work vacation, so I just thought I would bring her. And it sounded fun and spontaneous.
Co-Host Brooke's Friend
It's funny because every time or sometimes I feel like I go on a vacation and a girl always joke like, oh, my God, take me with you. But, like, you don't actually take them with you. That's a stranger, bro.
Show Host Brooke
Did she know you don't live in her city?
Listener Patrick
Yeah, I Told her. I told her. Yeah.
Show Host Jeffrey
Okay.
Show Host Brooke
So confused.
Co-Host Jose
And you're calling this a work vacation? Aren't those two words that don't go together?
Listener Patrick
It's kind of sponsored by my work. It's a five day trip that we could take if we want.
Co-Host Jose
Oh, my God. You spent five days together?
Show Host Brooke
Wow.
Listener Patrick
Well, it was supposed to be five days. It actually lasted about a day and a half.
Co-Host Jose
A day and a half.
Show Host Brooke
Okay.
Show Host Jeffrey
That's not good.
Listener Patrick
Why?
Show Host Jeffrey
What happened?
Listener Patrick
Well, I'm not quite sure, actually. We. We were staying in the same room. And of course we were going to restaurants, we were seeing the sites, doing all the stuff, and having a really good time in my mind.
Co-Host Jose
Oh, my gosh, like, you're staying in the same room. Did she? Like, there's just so many layers to that. Like, you're meeting this person for the first time and you're going to be using the same bathroom is all I can think.
Listener Patrick
Yeah.
Show Host Jeffrey
To be fair, we can't talk about anything without talking about the bathrooms. If Brooke's involved in the conversation, she needs hotel stay.
Co-Host Jose
That, like, makes it super awkward, right?
Co-Host Brooke's Friend
Oh, like using the bathroom and having.
Co-Host Jose
To get ready and having. You know, and just like when you.
Co-Host Brooke's Friend
Have to toot like that, you got to hold it for like three days sometimes, right?
Co-Host Jose
Oh, I mean, that's.
Show Host Jeffrey
Is that why she ghosted you after a day and a half?
Listener Patrick
I hope not. I mean, I didn't think all that through at the time and I should have for sure.
Co-Host Brooke's Friend
Okay, so was there like a moment, bro? Like, yeah, tell us about, like, tell.
Show Host Jeffrey
Us about the vibe of the vacation. Like, how did it go up to that point?
Listener Patrick
Well, I thought it was going well. You know, we were having a lot of laughs. She seemed to be enjoying herself. I was enjoying myself. And we went on this bike tour, like, the first day we were there, and we were on the bus coming back from it, and she just said, I know where. Said, hey, I need to talk to you. I don't think I could make you happy.
Show Host Jeffrey
That's what she said.
Listener Patrick
Yeah. And she got off the bus at the next stop and I don't know what happened to me, but I just started crying.
Co-Host Brooke's Friend
Oh, man, this is so many.
Co-Host Jose
Was it one of those. Was it one of those wine bike tours? Because after I drink sometimes I like to cry a lot.
Co-Host Brooke's Friend
Too emotional.
Listener Patrick
There was no alcohol involved, actually. Okay. I don't know why I got emotional. It's probably. I imagine it's because I've been on the apps for so long, and then, like, I finally Found somebody that I connected with and we were in a beautiful place. It was more dramatic, I guess.
Co-Host Jose
No, it's not dramatic. That's just having feelings, man. That's all. Right.
Show Host Jeffrey
Either that or you got dust in your eye. Could be either one.
Listener Patrick
Sand in my eye. There you go.
Co-Host Jose
What do you think she meant by I can't make you happy?
Listener Patrick
That's what I would like to find out. I mean, when I got back, she was kind of packing up all her stuff. And, yeah, I gave her space and then she left. And I haven't really heard anything except she texted once that we're probably better off friends.
Co-Host Jose
Okay.
Show Host Jeffrey
It sounds like you planned a lot of activities for your vacation. And some people, when they travel, they don't like to do that, bro.
Co-Host Brooke's Friend
I'm just. Yeah, like, let's do one activity, maybe two.
Show Host Jeffrey
But, yeah, mostly do beach time. No bike tours.
Co-Host Jose
Jose and I could never vacation together.
Show Host Jeffrey
No. Maybe she realized you weren't compatible in that way.
Listener Patrick
Yeah, I mean, that could be. She seemed to be into all the little things I planned for us, though.
Show Host Brooke
It's just so much time together.
Co-Host Jose
And she's adventurous enough to agree to a five day vacation with a guy off a dating app.
Show Host Jeffrey
But maybe she just wanted the free vacation to, like, lie up by the pool the whole time. Didn't want to be going to the zoo and going to the.
Co-Host Jose
Maybe she thought he'd be working and.
Show Host Brooke
She was just getting a free vacation.
Show Host Jeffrey
How long has it been since that happened?
Listener Patrick
It was about a week ago.
Co-Host Jose
Okay. Okay. And obviously you're upset about it.
Listener Patrick
Yeah, I'm very upset. I mean, crying in front of strangers upset?
Co-Host Jose
Who hasn't cried in front of strangers?
Show Host Brooke
You're fine.
Show Host Jeffrey
Yeah, well, maybe she's still even there now. Maybe she's just partying it up wherever you guys went to.
Co-Host Brooke's Friend
Maybe she moved.
Show Host Jeffrey
Yeah, let's find out when we call her. We'll come back. We'll try and get you your second date update right after this. Hold on. Second date update? Some people like to go out to a restaurant for a first date. Others might see a concert or hit up mini golf. But not our listener, Patrick.
Co-Host Jose
No.
Show Host Jeffrey
He jumped straight to a five day vacation for his first date with Lisa. At least it was supposed to be five days. Yeah, but she cut things off after just a day and a half.
Co-Host Jose
But she did it in a pretty respectful way.
Show Host Jeffrey
The last thing that she said to him was, I don't think I can make you happy. Yeah, the last thing he said to her was. Because he cried from that comment, understandably, he'd built up a lot of hope. And those bike tours can make you chafe real bad.
Co-Host Jose
So not only that, but he's been on the dating app for years. So it's like years of pent up frustration just coming out.
Co-Host Brooke's Friend
And I think it's worse when you think things are going well. Like he was like, this is great.
Show Host Jeffrey
And then, oh no, got blindsided. The thing is, he still doesn't understand. Understand. What prompted her to say that? Patrick, if you had to guess, what do you think it is?
Listener Patrick
Maybe it was my breath. Your breath usually have gum and I didn't have it.
Co-Host Jose
Can't be an ick. I'm not sure why that would prompt her to say, I don't know why I can't make you happy, but I.
Co-Host Brooke's Friend
Cannot recommend a dentist.
Show Host Jeffrey
She didn't have gum either. Brooke, it's the romantic tragedy of the century.
Co-Host Brooke's Friend
That makes sense.
Co-Host Jose
I mean, maybe you guys can try to get just a single date together. Maybe that will be the key here.
Listener Patrick
I like that. But we do live in different cities, so somebody's going to have to travel. Okay.
Show Host Jeffrey
Meeting up is a vacation in itself.
Co-Host Brooke's Friend
So, hey, that may be kind of fun. It's like once a month someone takes a vacation.
Listener Patrick
That could be.
Show Host Jeffrey
Let's start with trying to get expensive. Let's start with trying to get her to pick up the phone first and hopefully get an answer out of her. But I'm going to dial her number right now.
Listener Patrick
Let's see how this goes. Hello?
Show Host Jeffrey
Hey, is this Lisa?
Lisa
Yeah, who's this?
Show Host Jeffrey
Hey, thanks for picking up. We're a radio show. We're called Brooke and Jeffrey in the Morning.
Co-Host Jose
Hi, Lisa.
Co-Host Brooke's Friend
Hey, Lisa.
Commercial Announcer
Good morning.
Lisa
Hi, good morning.
Show Host Jeffrey
Sorry to interrupt your day like this, but we're doing a segment on our show. It's called the Second Date Update. I'm not sure if you're familiar with that, but one of our listeners named Patrick has asked us to reach out to you.
Lisa
Oh, wow. Okay.
Co-Host Brooke's Friend
Oh, wow? Like oh, wow?
Lisa
No, not oh, wow.
Show Host Jeffrey
Oh, okay.
Co-Host Jose
Are you surprised to be hearing from Patrick?
Lisa
Yeah, I'm surprised. Well, I guess I'm not surprised because he seemed pretty desperate.
Show Host Jeffrey
Oh, desperate.
Co-Host Jose
Oh, come on.
Show Host Jeffrey
That's a pretty harsh judgment for someone that you hung out with for like a day, day and a half.
Lisa
Trust me, you'd be saying the same thing if you knew all the things that he said and did.
Show Host Brooke
What?
Show Host Jeffrey
Really? Okay, guess where.
Co-Host Brooke's Friend
It's like a different level of thirsty, wild.
Co-Host Jose
Look, like we talked to him. He seems so mellow.
Lisa
Yeah, maybe he has you because he's not in love with you. Like he would.
Show Host Jeffrey
That's not fair either. I was sensing love vibes towards me personally.
Listener Patrick
But.
Co-Host Jose
He can't be in love with you. I mean, he just sounds like he really liked you and you two finally connected.
Lisa
He was behaving as if he loved me.
Show Host Jeffrey
Oh, gee, what happened to make you say that? Because I don't think we have the full story. Like, we know that he did a lot like a vacation.
Co-Host Jose
You agreed to go on a five day vacation with him, which is wild.
Lisa
Yeah, that's the thing. It was just. It was a lot. And yes, I agreed to go on this trip, but there didn't need to be extra pressure on top of it. And there was.
Co-Host Jose
Okay, how so?
Lisa
So our first night there, we went to dinner and he was like, I could totally see myself proposing here. He wasn't talking about me, but it was like he was waiting for some of me to be like, oh, yeah, like so lovely one day, or, you know, I don't know. I was like, okay. And then the next day we go on the tour and he introduces me to the guide as, oh, this is my future wife.
Show Host Brooke
Oh, no.
Co-Host Brooke's Friend
Okay, hold on. Is he kidding?
Show Host Jeffrey
Like, was he like, this is my future wife.
Co-Host Brooke's Friend
Like, how did he say it?
Show Host Brooke
Was it funny?
Lisa
Even if he was kidding, there was a note of kidding, but it was not enough to like.
Co-Host Brooke's Friend
Yeah, to just.
Co-Host Jose
I mean, he sounds kind of like an earnest guy who can be a little awkward.
Show Host Jeffrey
Yeah, he's right.
Co-Host Jose
When we talk to him.
Lisa
No, this was beyond. Like, he then wanted to stop at a jewelry store and he was like, hey, let's go check out some like, ring.
Show Host Jeffrey
Okay, but did you tell him ahead of time that you're against love and the idea of marrying someone in a beautiful location?
Lisa
I'm not against love and marriage and all those things. It's more that I don't need it on my first date. Like, let's get to know each other.
Narrator/Promo Voice
That's true.
Co-Host Jose
Ring shopping is wild. I mean, not.
Co-Host Brooke's Friend
I mean, I was. I was almost engaged and we still never went.
Listener Patrick
Ring.
Co-Host Jose
Maybe it was a local artisan shop and he was just being a tourist.
Co-Host Brooke's Friend
Oh, yeah. He's looking for a necklace and there happened to be rings there.
Show Host Jeffrey
Well, we don't have to speculate on, like, what he was thinking and where his mind is at because he's actually on the other line right now waiting to talk to you.
Lisa
Oh, God, no.
Co-Host Brooke's Friend
He's on one knee, I think.
Show Host Jeffrey
No, he is.
Co-Host Jose
He's Sweet. Give him a chance.
Show Host Jeffrey
Patrick, are you there?
Listener Patrick
Yeah, I'm kind of bummed out that I haven't heard from you. You haven't returned any of my calls or messages.
Lisa
Wow. Like I said, I didn't think it was a good fit. I didn't think we were handling the pace of everything and seeing eye to eye.
Co-Host Jose
Was that hard to hear, Patrick?
Listener Patrick
Yeah, of course it's hard to hear. I mean, I. To be fair, I didn't actually propose.
Co-Host Brooke's Friend
Yeah, we know, we know.
Listener Patrick
For the. The ring shop. I feel like you're blowing it out of proportion a little bit. I was just curious what your taste was. It's kind of fun to go into a shop. It could have been a T shirt store, you know? Anyway.
Lisa
Yeah, it was really too much. It was too much.
Listener Patrick
Yeah. I know you're saying it's too much a lot, but sometimes people just know. It's like an instinctual thing and you just feel it. For my parents, I mean, it was love at first sight. They fell in love within the first few minutes of meeting each other. They ended up having four kids very soon after that.
Show Host Brooke
Oh, God.
Show Host Jeffrey
Okay.
Co-Host Brooke's Friend
But I bet they were on the same page.
Co-Host Jose
I think that's a good timeline to lay out after what she just said.
Lisa
Yeah, and that reminds me of the time also, you said, oh, one day I hope we can have future kids. Little uss.
Listener Patrick
Wow.
Co-Host Jose
You got a lot done in a.
Narrator/Promo Voice
Day and a half.
Listener Patrick
Isn't that what everybody wants in life? I. I thought that's why we were going on a date in the first place, is to find love. Really? Isn't that why people.
Show Host Brooke
We should have known? A guy who invites a girl on a five day vacation is serious.
Co-Host Jose
Maybe he could slow it down, though, you know, maybe you could pump the brakes a little bit.
Listener Patrick
I could pump the brakes, yeah. Yeah.
Show Host Brooke
See?
Show Host Jeffrey
Wow.
Co-Host Brooke's Friend
Dude, you're never playing hard to get, bro.
Narrator/Promo Voice
I'm sorry.
Lisa
But yeah, I'm skeptical if he's capable of that, but if he's able to.
Show Host Jeffrey
Dial it back, pull back the reins on the love and just do like one dinner date with him. No vacation. Would you be up for meeting Patrick one more time?
Listener Patrick
Lisa, before you say anything, I just. That day you left me on the bus, and when you said you could never make me happy, I cried when you got off the bus. And I don't normally. I'm not a big crier, especially in public, and it hit me.
Show Host Jeffrey
Not sure that's usually a romantic selling point, but yeah.
Co-Host Jose
Yeah.
Show Host Jeffrey
Sounds like your second date is definitely going to Be casual.
Lisa
I mean, this seems like a lot of pressure. This. I. I don't know about this.
Co-Host Jose
Yeah, but listen, sometimes opposites attract. He is hopeless romantic, and you are more like Alexis.
Show Host Brooke
You know, I think she's gonna wake up in bed with a ring on her finger. Yeah.
Show Host Jeffrey
It's up to you, though, Lisa. We're not trying to pressure you. We're not trying to, like, force you to do anything you don't want to do. We just think that love is the most important thing in the entire world and what the whole purpose that we're on Earth.
Listener Patrick
So.
Co-Host Jose
Wait, wait.
Show Host Jeffrey
With that being said, would you give him chance?
Lisa
I am open to it. It's just. I need some confirmation that it'll be dialed back, like, 90s.
Listener Patrick
I've already dialed it back. Oh, I already dialed back.
Co-Host Brooke's Friend
I can feel it right now. It's totally dialed back.
Show Host Jeffrey
I'm not sure. I'm sure if he likes you anymore. Honestly.
Co-Host Brooke's Friend
Yeah, honestly, he. Did he hang up?
Listener Patrick
Yeah. Why don't we just talk on the phone for a while and see where things go from there?
Co-Host Jose
Hey, that's reasonable.
Co-Host Brooke's Friend
That's nice and slow.
Listener Patrick
We can start there. That's.
Lisa
Yes, let's start there.
Commercial Announcer
True love.
Listener Patrick
Yeah.
Show Host Jeffrey
See, Lisa, you were wrong. You can make him happy.
Listener Patrick
Hey, definitely. She just made me happy with the phone call. For sure.
Co-Host Jose
Listen to Smile.
Lisa
Okay.
Co-Host Jose
This is not happening.
Show Host Jeffrey
Brooke and Jeffrey in the morning.
Commercial Announcer
Did you know Microsoft has officially ended Support for Windows 10? Upgrade to Windows 11 with an LG Gram laptop? Voted PCMag's Reader's Choice. Top laptop brand for 2025. Thin and ultra lightweight, the LG Gram keeps you productive anywhere, and Windows 11 gives you access to free security updates and ongoing feature upgrades. Visit LGUSA.com iHeart for great seasonal savings on LG Gram laptops with Windows 11. PCMag Reader's Choice. Used with permission. All rights reserved.
Show Host Brooke
Ten athletes will face the toughest job interview in fitness that will push past physical and mental breaking points. You are the fittest of the fit. Only one of you will leave here with an IFIT contract for $250,000.
Co-Host Jose
This is where mindset comes in.
Show Host Brooke
Someone will be eliminated. Pressure is coming down.
Narrator/Promo Voice
Trainer Games on Prime Video, January 8th.
Co-Host Brooke's Friend
Watch the trailer on trainer games.com man.
Show Host Jeffrey
That was a missed opportunity on my part. I apologize to everyone.
Narrator/Promo Voice
What did you.
Show Host Jeffrey
Yeah, because she said that she agreed to a phone call. Yeah, why didn't we hang up and call her back right there? Could have just knocked it out while we were on the radio. Maybe got some dirty talking.
Show Host Brooke
I didn't need to hear any more of that.
Co-Host Jose
I have a feeling that she might not answer the phone.
Co-Host Brooke's Friend
Yeah, we should try to get him for an awkward Tuesday.
Show Host Jeffrey
Something, I guess. You know, we're gonna let them work it out on their own because they agreed to talk off the air, so that's good. Who knows if it's going to be a true love connection or not. That's going to be up to them.
Co-Host Jose
I would like an update from them. Yeah, if they end up talking for a minute, I like to hear where they're at. By the time two months hit, they should have three kids.
Co-Host Brooke's Friend
Yeah, in his eyes at least.
Show Host Jeffrey
But even if it didn't work out for them lately, we've had plenty that did. And you can hear them all on our second day podcasts. They're up online, wherever you get yours at.
Commercial Announcer
Brooke and Jeffrey did you know Microsoft has officially ended Support for Windows 10 upgrade to Windows 11 with an LG Gram laptop? Voted PCMag's Reader's Choice top laptop brand for 2025. Thin and ultra lightweight, the LG Gram keeps you productive anywhere and Windows 11 gives you access to free security updates and ongoing feature upgrades. Visit LGUSA.com iHeart for great seasonal savings on LG Gram laptops with Windows 11. PCMag reader's choice used with permission. All rights reserved.
Show Host Brooke
Ten athletes will face the toughest job interview in fitness that will push past physical and mental breaking points. You are the fittest of the fit. Only one of you will leave here with an IFIT contract for $250,000.
Co-Host Jose
This is where mindset comes in.
Show Host Brooke
Someone will be eliminated. Pressure is coming down.
Narrator/Promo Voice
Trainer Games on Prime Video January 8th.
Co-Host Brooke's Friend
Watch the trailer on Trainer Games.
Show Host Brooke
Season two of unrivaled basketball is here and the talent is unreal. Paige Beckers, Nafiza Collier, Kelsey Plumb, Brianna Stewart and more are back to redefine the game.
Co-Host Jose
Unrivaled basketball Season 2, sponsored by Samsung.
Show Host Brooke
Galaxy, tips off January 5 on TNT, TruTV and HBO.
Narrator/Promo Voice
Max support for the show comes from Public, the investing platform for those who take it seriously. On public, you can build a multi asset portfolio of stocks, bonds, options, crypto and now generated assets which allow you to turn any idea into an investable index. With AI. It all starts with your prompt. From renewable energy companies with high free cash flow to semiconductor suppliers growing revenue over 20% year over year, you can literally type any prompt and put the AI to work. It screens thousands of stocks, builds a one of a kind index and lets you back test it against the S&P 500. Then you can invest in a few clicks. Generated assets are like EFTs with infinite possibilities, completely customizable and based on your thesis, not someone else's. Go to public.com podcast and earn an uncapped 1% bonus when you try transfer your portfolio. That's public.com podcast paid for by Public Investing Brokerage Services by Open to the Public Investing Inc. Member FINRA SIPC Advisory Services by Public Advisors, llc SEC Registered Advisor Generated Assets is an interactive analysis tool. Output is for informational purposes only and is not investment recommendation or advice. Complete disclosures available@public.com Disclosures A new year.
Show Host Brooke
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Date: December 24, 2025
Host: iHeartPodcasts
Episode Theme:
“Vacation No No” covers a hilariously disastrous first date where a five-day vacation went off the rails after just a day and a half, highlighting the risks—and awkwardness—of moving too fast in the modern dating world.
This Second Date Update episode explores what happens when dating app fatigue leads Patrick, a lonely romantic, to take a wildly ambitious step: inviting Lisa, a woman he matched with online, on a five-day vacation as their first in-person meeting. The segment unpacks the awkward consequences of rushing romance, emotional expectations, and why sometimes a casual dinner might trump a tropical getaway.
Jeffrey: “He jumped straight to a five day vacation for his first date...sounds like a recipe for success to me. But I guess we’ll find out." [03:13-03:27]
Jose (on sharing a hotel room with a stranger): “Meeting this person for the first time and you’re going to be using the same bathroom is all I can think.” [06:17]
Patrick: “I just started crying...I don’t normally, I’m not a big crier, especially in public, and it hit me.” [07:34, 17:11]
Lisa: “He was behaving as if he loved me.” [12:58]
Lisa: “I’m not against love and marriage...I just don’t need it on my first date! Let’s get to know each other.” [14:27]
Lisa: “Yeah...it was really too much. It was too much.” [15:36]
Patrick: “Sometimes people just know...For my parents, it was love at first sight...” [15:40]
Lisa: “I need some confirmation it’ll be dialed back, like 90%.” [17:50]
Patrick: “I’ve already dialed it back!” [17:56]
Patrick: “Why don’t we just talk on the phone for a while and see where things go from there?” [18:07]
Jeffrey: “See, Lisa, you were wrong. You can make him happy.” [18:21]
The episode combines Patrick’s heartfelt story with the show’s signature playful jabs and audience empathy, making for a rollercoaster of cringe, comedy, and (maybe) hope. Listeners get a behind-the-scenes look at how dating expectations can wildly misalign when one person is looking for magic and the other just wants a drink.
“Vacation No No” is a classic Second Date Update—filled with desperate hope, misunderstanding, and honest awkwardness. Patrick’s eagerness clashed with Lisa’s boundaries, providing a cautionary (yet comedic) tale about the perils of fast-tracking intimacy with a stranger from the internet. In the end, Patrick and Lisa agree to try again with lower stakes, reminding listeners that in romance, sometimes less really is more.
Useful for Anyone Who Missed the Episode