Brooke and Jeffrey: Second Date Update - Brooke Breaks You Up: Drop the Stanford Dropout

Episode Date: June 18, 2026

It’s a favorite of the listeners and the bane of Brooke’s existence… We’re doing another edition of “BROOKE BREAKS YOU UP!”See omnystudio.com/listener for privacy information.

Joy is essential and it's also elusive, but now there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on air chats. Listen to Joy 101 on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Joy 101 with Hoda Kotby is presented by CVS.

There was no anything inside those eyes. They turned black. It scared the hell out of me. Evil, wake up. I'm the one that saw the murder take place by Crevette and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty.

I'll take it to the grave. Listen to the devil's quarry in the Bone Valley Feed on the Eyeheart Radio app. Apple Podcasts, or wherever you get your podcasts. All right, listen up. The Jonas Brothers here. Our podcast is called, Hey Jonas. We're here, since everyone has a podcast, we want it to as well. And we've had some incredible guests so far.

And now our good friend, Nile Horn, is joining the show. How's it going, boys? Hey, Niall. It's the same thing with Slow Hands. Slow Hands is not about anything else, really, is it? You know, or taste so good can be about food. You do the same, Nick, with some of the stuff that you've done. You too, Joe.

Drop what you're doing and listen. to Hey Jonas on the iHeartRadio app, Apple Podcasts, or wherever you listen to your podcasts. This Black Music Month, The Questlove Show celebrates the visionaries, shaping culture, through sound, from country trailblazer Mickey Guyton to hip-hop icon Fat 5 Freddie, the sonic genius of Thundercat, and the revolutionary voice of Chuck Dean. I want it loud. So the timing might be off, the sound might be muffled, but what's going to come out of there is something that you can feel.

Celebrate Black Music Month with special episodes of the Questlo. show. Listen on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Here at the Happiness Lab, we're serving up some hot takes for the summer, big ideas that just might reshape how you think about your well-being, like the radical notion that we should get rid of small talk completely. We talk about current events. We talk about what you do for a living, but not do you love what you do for a living. Is this your dream job? For more surprising ideas backed by psychological science, check out our new series, Happiness Hot Takes. Listen to the Happiness Lab with me, on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

Well, we've got a new episode for you today. It's Brooke and Jeffrey in the morning. Why so hesitant, Brooke? Oh, God. It's our favorite segment and Brooke's least favorite segment. Yay! I love it. Brooke breaks you up.

When I help someone break up and here's the thing, I don't think I've ever been as uncomfortable as I was today on this show. Yeah, it was weird. I like I I see listen you can't even talk yeah you'll hear it Brooke doesn't want you to no and we'll have a video coming up soon as well you can see how bright red her face gets yeah on our YouTube page so follow us on YouTube at Brooke and Jeffrey yeah we're just gonna skip comments and get right to it it's like ripping a band-day-out can't handle that right now play the episode only special segments on this show get the

Jeff DeBoe gold seal of approval. Wow. And this one definitely gets my gold star because it's a fan favorite. Brooke breaks you up. Yay! Everybody loves it. Nobody more than Brooke.

Yeah, except for the people I'm dumping. Who will she be dumping today? A selfish billionaire CEO? That'd be fun. A paraplegic with a wandering eye. What? Or somewhere in between. Whoever it is, Brooke is ready to cut them loose

In the special, delicate yet brutally heartless way That only she can do It's coming up right after this As a show, we want to be there for our listeners During life's toughest moments It's Brooke and Jeffrey in the morning When you lose your job When your favorite taco stand gets shut down

For multiple health code violations Wait a minute, how was it your favorite if it's so... Because it's not that bad. Yeah. What? That's why it's so good. No way. And of course, when you need to blindside your significant other by dumping them.

Which is why we created this segment called Brooke Breaks You up. I am not mentally there today to do this. Well, this is the uplifting thing that you need, because nothing brings Brooke joy, like shocking people, by cutting them loose with no warning. Whether it's the child workers at one of her offshore factories or bad boyfriends who aren't pulling. their weight. Which one is it going to be today? Brooke can't wait for either one.

Jeff knows me so well. Let's talk to our listener, Ashley, who's requested Brooke's services today. Ashley, welcome to the show. Hello. Hey. Hi, Ashley. Oh. You're not breaking up a murder. What's the tone for? It's just always like, why can't you do this on your own, Ashley? Like, why do you need me to do it? That's a good question, Ashley. Tell us about the guy that you've been dating for a while and what brought you to this. decision today. What's his name? His name's Brian. We haven't been dating that long. Well, that's good. That makes this

easier. I'll tell you that. Yeah. What's not that long? Three to four years? No, no, just like I have a few, like, three or four months. Oh, okay. Oh, all right. That hurts, but it's... Yeah. Yeah. So we met at a party. It was my friend's party, and I wasn't, like, really that interested,

and he just kind of, like, kept pursuing me. Like, I would run into him, like, at the gym, and he was out with some of my friends at one time, and like we exchanged numbers and he was texting me and I really like loved the attention he gave me. Oh, okay. There's some honesty right there. Okay. It wasn't that he like won you over with his charm.

It's that he just didn't give up. Yeah, exactly. He didn't give up. Okay. But he was charming, but he's very charming as well. But not charming enough to give in right away. Yeah, I'm with you. Like it's really interesting.

If he was so charismatic, why didn't you like him in the beginning? I just like, I haven't been single for that long, though. So I didn't want to, like, have it be a rebound. I. Okay. So you weren't ready for a relationship, and that's why you were. Yeah, I was trying to just be smart and go slow. And I had a bad breakup before.

And it was just, yeah, I just didn't want to, like, jump right back in. I'm glad I didn't have to do the bad breakup. Yeah. So eventually you did give in and said yes to going out with him. What was the relationship like? So I said, yes. I was like, okay, this is great. And then it was kind of a weird date.

We went to the horse track. Oh, that's kind of fun. The horse chuck? Is that a bar? Track. Oh, you guys know the horse chuck? He was betting on horses. And he, like, did this research on these horses and was, like, trying to impress me and, like,

look at the money I won. Did that work for you, obviously? No. Oh. Okay. He was more interested in the actual race. Well, horses. Well, I just don't understand.

if you didn't have a great time on your first date, then you continued to date him for three to four months. Is that what we're hearing? Yeah. I just got to know different things about him as we started dating more. Like, the whole horse track thing was weird, and I know that he likes to gamble a little bit.

Totally fine. Yeah, as long as it's a healthy amount. Yeah. Yeah, exactly. But he brags a lot. Like, he apparently went to Stanford and he brags about it, but he didn't actually graduate. Oh, but he went. Still getting accepted to Stanford.

That's like 1% of things are. No, no. He went to Stanford, Connecticut. He went to, like, a community college in Stanford, Connecticut. He didn't go to Stanford. Oh. No. Oh, Stanford with an M.

With an M. Is that what you're saying is Stanford? Stanford, they sound the same. You thought it was the Ivy League college, and it turned out that it was. It was like a pine tree college. Which is fine. Yeah. Yeah.

The way he presented it to me was an Ivy League school. Oh. Okay. How did you stay with him for four months? You don't sound into him at all. We haven't heard one like good memory yet. Like, I guess we're getting right to the point of why, but is there like what you like about him? He did give me lots of attention, and I loved that.

But then I realized another thing, I would hear him on the phone with his mom, and he was really short with her and just kind of rude. And that's a sign. If a guy is rude to his mom, they're going to be rude to you eventually. Okay, well, sometimes moms started with their sons over the phone, and you just say, You can't read into that one too much. I agree. I agree it's not a good look, but there could be a reason behind it. Then he got me flowers.

Like, I was going to break up with him, and I think he could tell. And so he got me flowers from the discount rack. You know how they're like four days old, and they have a little discount getting on them. Kind of like the day old pastries. Oh, my God. Yeah. Okay. And like, I totally don't mind, but it's like, why would you not take off the sticker?

Right. Yeah. There's just so many red flags. Okay, so, yes, we've gone on a long time, Brooke. You've heard a lot of the negative things about this guy. Do you feel like you have enough to go off of? Yeah. To dump him, to cut him loose?

I mean, I think you can. Oh, yeah. Let's call him right now. Oh, we're doing it right now. I'm ready. I thought you said you were ready. Sure, but usually I just get a little bit of more time. Oh, but now you're not ready.

Okay, well, let's call him. Okay. Dude, no, let's call him. I'm ready. Let's go. Rep this Band-D off. Well, look, we're out of time. Your hesitation there.

We were going to make that call, but I guess we have to go to break for a second. Oh, wow. It's your fault, Brooke. When we come back, we will dump this Stanford non-graduate horse race betting, rude to his mother, but maybe justified. Discount flower buying. All the terrible things and make him your ex-boyfriend. Yeah. When Brooke breaks you up.

You ready for this, Ashley? Yeah. She's likely how she should feel. Actually, you can't be sad. This is your choice. She sounds like she misses him already. She's nervous. Oh, no.

This is going to be one of those where you like change your mind at the end, isn't it? Like, don't do that. If you're going to do this, you need to commit to me. Are you listening? You need to commit to me that we're breaking up with him. 100%. Okay. All right.

All right. Bring that same fire when you come back and give it to the guy with Brooke breaks you up right after this. We're in the middle of Brooke. Brooke breaks you up. It's Brooke and Jeffrey in the morning. And we've got a laundry list of reasons why our listener, Ashley, does not want to date this guy Brian anymore. So let me just run down the list real quick. Apparently, he buys her discount flowers while leaving the discounted sticker on.

I think it was a sticker, really, that put her over the edge on the wall. That was a really nasty part. He's short with his mother over the phone. Yeah, no good. Bragged about going to Stanford when it turns out it was just a community. college in Stamford, Connecticut, totally different place and he didn't even graduate. And he loves to gamble and talk about gambling and always wants Ashley around to witness him gambling.

So those were just a few of the ones that we had time to cover here. And with all these things, Ashley says she would have broken up with him already, but realized she really needs Brooks help because he's kind of a charming dude. And she feels like she could be susceptible to getting reeled back in. So time to come. Calling the battle axe herself. Brooke, have you thought about your strategy to dump this so-called loser? Like, what are you thinking?

I have. I have. And I think what we do is we convince him that he wants to dump you. Oh. Interesting. I mean, if you think about it, this guy's super insecure. Like, he's bragging about an Ivy League school that he didn't go to. You know, he's like trying to show off winnings from gambling. Like, that's late.

Yeah, come on, man. But it comes from a place of insecurity. So we'll build him up and show him that maybe he's better than you, Ashley. Oh. I'm just saying. Can you list off all of your worst qualities for us? No, I don't even need that. I don't even need that.

What do you think about that strategy, Ashley? I mean, I feel like we're kind of gaslighting, but like, that's okay. But it's gaslighting for a good reason because at the end of the day, our goal is to have you broken up with this guy. It is called good lighting. It's better for him, too. Yeah, exactly. Even if Brooke has to tear you down in order for that to work, I give it the green light. I think I just lift him up so high.

Oh. Yeah. Okay. All right. Yeah. That's my plan. I can't wait to see this. Ashley, are you ready?

Yeah. Uh-oh. Remember, you promised Brooke. Yeah. Yeah. Yeah. Let's build up Brian to tear him down. Brooke is about to break you up.

Here we go. I have one more question. I forget. Do you tell him why we're on the phone or am I just talking to him? We don't tell him. This is Brooke breaks you up. Well, I know. but like you know with our other stuff we're all here so i'm going to let a know that you guys are

this is brook smacks you down so here we go i'm going to dial brian right now ashley just make sure you stay quiet in the background until brook does the deed here to go hello hey is this brian uh yeah is this oh well brian you are a lucky man today uh this is brook sounds like yeah this is uh well you know lifting them up uh this is brook from brooke and geoffrey in the morning We're a radio show. Hey, good morning. Yes, we have had quite a great time talking about you. Oh, okay.

One of my friends put you up to this? Yeah, I like that. Soon-to-be friend. Yeah, yeah. Well, we'll get to that in a second. Sorry, what did you say your name was? I'm Brooke. Hi, Brooke.

Hi. What's your last name? It's Fox. Brooke Fox. Okay. What about middle? Yeah. I'm not taking questions from you, Jose.

Okay, so listen, Brian, are you curious about what we've heard about you? I'm more curious what you look like. I'm looking you up right now. Okay. Oh. Brian, that felt weird. I'm just going to let you know. Brooke from Brooke and Jeffrey in the morning if you need to search that.

No, Brian, listen. Oh, nice. Are you the one with glasses? Are you like the kind of like little gnome one? Noam. Alexis will be the little known with glasses. You could at least call her a little pixie or something. Wow.

I've got the glasses, Brian. No, they're both. They're both cute. I just want to know which one you are. Okay, Brian, we are getting off topic. This is about you. It's not about me. Oh, Brooke seems a lot.

She's blushing a little bit right now. She called you cute. I don't know what to do with this guy. Uh-oh. I get one. She needed help. Why don't they got you stuck on the radio. You should be on camera.

Okay. Wow. We do have some cameras in here. Stop talking about me. Oh, sorry. We don't want to ruin the chemistry that's happening. There's no chemistry. I am a married woman, Brian.

This is not about me. He's pretty charming. We have heard that you're very charming. Oh, good. Yeah. And we heard that you're pretty fun to hang out with. You should try it sometime. No.

Right, I am not calling to hang out with you. I can hear the chemistry. I know, but that is not good that you're even saying this because I also... Let me show you one night in Vegas. We're going to have a time of our last. What? Okay, that is rude. Rude and not appropriate.

Yeah, she needs to check her schedule first. Hold on. No, no, no. No, this is not happening. But he is fun. Okay. You can't know it. It's going so well.

This is not going well at all. No one's letting Brooke get any traction. Brian. Brian, have you ever heard of a relationship where maybe you're really into that person and you're giving them lots of attention and you're making them feel really good? But then they're not really appreciating it very much. Kind of like what Brooks doing to you right now. Yeah. Like they just are kind of like taking it, taking it, taking it, not giving.

Can I be honest with you, Brooke Fox? I was not listening to anything he said. Oh. Man, his host just keeps getting lower. It's working. He has a girlfriend. Listen, Brian, you can't talk to other women like this because right now you're in a relationship and we know that because we actually talk to the woman you're dating.

Whose name? My space. Because the law. I know she's so into this. She hasn't been complimented like this in years. She's fanning her face right now. Look at the cameras. Is it Ashley?

It is Ashley, yes. Okay. Wait, are you a friend of Ashley? Yes. Yes. And I'm calling to tell you it's not going to work out with you and Ashley. Ooh. Tough news.

Yeah. So you are you okay? Yeah. I mean, you want to help? for a shoulder to cry on? No, bro. She's being serious. Hold on.

Are you taking this seriously, bro? Really listen to what you say. Brian, I am calling because Ashley asked me to call. We do a segment on our show called Brooke breaks you up when somebody needs help because you are a very persuasive man, as you know.

Thank you. And so she wanted to set a hard boundary that it's probably not, it's not probably, it's definitely not a good idea that you guys see each other any longer. So are you hearing me? Yeah, no, that's, that's tough.

That's tough. I know. Sounds devastating. So, okay, here's the thing. What? Here's the thing. The thing I feel like you should take from this is that we also heard that you're not very nice to your mom. Wait, we're going there.

Oh, here we go. Just like for his mom's sake. Okay. I mean, you may not realize it because I'm sure you love your mother so much. No, no, no. This is Brooke breaks you up. Not Brooke repairs your familiar problems. Yeah, this isn't therapy.

Maybe you're a little short with her. If you talk to her, it could hurt her feelings. Just think about it. Okay. First of all, first of all, I love my mom, and I know she's going to love you. So why don't we set something up? Wow. Okay.

That's the end. Can we just bring Ashley in? We probably, yeah, we probably need to tell you this, Brian. But Ashley, your girlfriend, now ex-girlfriend, has been on the line during this entire time listening. Hi. Oh, you're on right now? Yeah. So she heard all of that.

Hey. That was really nice. Yeah, you're quite the charmer over there. Oh. Okay. Well, maybe we talk about that offline. No, you don't seem sad at all. You don't seem unhappy at all.

I'm just really happy that I made this decision. Okay. Well, I love making you happy. Oh, wait. Don't do that. Don't fall for that, Ashley. That was pretty smooth. Oh, my God, that's ridiculous.

That's a ridiculous thing to say. And sorry, Brooke is married, so leave her alone. The non-nome-looking one. Yeah, just clarify. The gnome isn't married, though, so. Only room for one nose. It's ridiculous. I can't even believe this, but I'm really, really, like I said,

really, really happy that I did this. I was nervous, and I was like, am I going to be regretful? No. Ashley. Remember, you're the one breaking up. You don't have to be upset. No, no, no. It's Brooke breaks you up.

So Brooke is the one who comes out on top today. So everybody's leaving this situation happier. Happy and where they should be in life. That's what everybody wants is a happy ending from this segment. Brian, you good with that? Yeah. I mean, yeah, yeah. I just sort of, we don't have to hang up, though, right?

Like. You want to talk to Brooke more? Brian, yes, we have to hang up. We're never going to talk again. All right, you can hang up. but I still got this picture on my phone. Oh, you saved a picture of hers. Let's do that.

Let's not do that. Hey. Tell me your handle so I can block you. Brooke and Jeffrey in the morning. Pride is like love. You feel it in your heart. IR. Radio.

Canada's number one streaming app for radio and podcasts, including IHart Pride Canada, your favorite hits and must have party bangers, plus personalized and curated playlists. Like back in the day pride. Come together, celebrate love. Take pride with you. Anytime, anywhere.

Just ask your smart speaker to play IHart Pride Canada. Stream us on your phone. Or listen now at iHeartRadio.ca. In the moment, it felt like it was going on forever. I didn't think I was going to live. I was terrified. There was no anything inside those eyes. They turned black.

It scared the hell out of me. That was your first murder case? Yes, sir. Fear to say this was the biggest case of your career? Yes, sir. Rape a murder for a child. Just as bad as it gets. I would think so.

People, wake up. I'm the one that saw the murder take place by Krivac and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty. I'll take it to the grief. Listen to the devil's quarry on the Iheart radio app. Apple Podcast.

or wherever you get your podcasts. And to hear the devil's quarry ad free with exclusive content, subscribe to LaVa for Good Plus on Apple Podcasts. Text in to 78592 says, Brooke, you and Brian actually sounded like a good match. He had you smiling. There was chemistry immediately. It was so uncomfortable for me. I've never seen you blush like that.

Yeah, she was fanning her face in here. I don't like that. I don't like attention like that. It just makes me uncompy. You guys got to see the video. We did record it. We did. It's all on video.

And Brooke is, I don't know what emotion she's feeling. I hate it now, even when you're just looking at me. Don't look at me. You got to get out of your own because your husband right now. Another text came in that says, which one's the gnome? I'm looking at the pictures and I can't figure it out. Oh, between the three of you? Jake's going to edit it.

Can he edit me into a gnome thing for us on nail? That would be so funny. But at the end of the day, it was successful edition of Brooke breaks you up. Ashley and Brian are no more Well, for the best. For now. Yeah, for now. We might be doing this all over again.

I've never heard a guy so casually invite someone out to Vegas with him while dating. Yeah, I'm pretty sure Ashley is probably not the only girlfriend he has. Yeah. He's cheated on her so many times. Alexis, you sound almost impressed. Yeah. I am. Okay.

Well, Brian's got options. I think gnomes fly free on, you know. They do. And you can fly free on our website or if you ever need help with your personal life, I want Brooke to break you up. No, don't ask me. Or just with an awkward situation, email the show, and we can try to help you out. Go find our podcast wherever you get yours at Brooke and Jeffrey in the morning.

Joy is essential and it's also elusive. But now, there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, How to Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Listen to Joy 101 on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. Joy 101 with Hoda Kotby is presented by CVS.

There was no anything inside those eyes. They turned black. It scared the hell out of me. Evil, wake up. I'm the one that saw the murder take place by Crevette and DePippo. Anthony DePippo showed no signs of remorse. appearing unfazed after being sentenced to the maximum. I said I'm not guilty.

I'll take it to the grief. Listen to the devil's quarry in the Bone Valley Feed on the IHeart Radio app. Apple Podcasts, or wherever you get your podcasts. All right, listen up. The Jonas Brothers here. Our podcast is called, Hey Jonas. We've here, since everyone has a podcast, we wanted to as well. And we've had some incredible guests so far.

And now our good friend, Nile Horn, is joining the show. How's it going, boys? Hey, Nile. It was the same thing with Slow Hands. It's all hands is not about anything else, really, is it? You know, or taste so good can be about food. You do the same, Nick, with some of the stuff that you've done. You too, Joe.

Drop what you're doing and listen to Hey Jonas on the Iheart Radio app, Apple Podcasts, or wherever you listen to your podcasts. This Black Music Month, the Questlove show celebrates the visionaries, shaping culture, through sound. From country trailblazer Mickey Gaiden to hip-hop icon Fafi Freddie, the sonic genius of Thundercat, and the revolutionary voice of Chuck D. I want it loud.

So the timing might be off, the sound might be muffled, but what's going to come out of there is something that you can feel. Celebrate Black Music Month with special episodes of the Questlove show. Listen on the iHeart radio app, Apple Podcasts, or wherever you get your podcast. Here at the Happiness Lab, we're serving up some hot takes for the summer, big ideas that just might reshape how you think about your well-being. Like the radical notion that we should get rid of small talk completely. We talk about current events. We talk about what you do for a living, but not do you love what you do for a living. Is this your dream job?

For more surprising ideas backed by psychological science, check out our new series, Happiness Hot Takes. Listen to the Happiness Lab with me, Dr. Laurie Santos, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.