Brooke and Jeffrey: Second Date Update - Awkward Tuesday: Private Jet For My Nervous Pet

Episode Date: March 10, 2026

Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking.See omnystudio.com/listener for privacy information.

Getting ready for a game means being ready for anything, like packing a spare stick. I like to be prepared. That's why I remember, 988, Canada's suicide crisis helpline. It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Hi, it's Joe Interesting, host of the Spirit Daughter podcast, where we talk about astrology, natal charts and how to step into your most vibrant life. And today I'm talking with my dear friend

Krista Williams. It can change you in the best way possible. Dance with the change. Dance with the breakdowns. The embodiment of Pisces intuition with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts, or wherever you listen to your podcast. Next Monday, our 2026 IHeart podcast awards are happening live at South by Southwest. It's the biggest night in podcasting. We'll honor the very best in podcasting from the past year and celebrate the most innovative talent and creators in the industry. And the winner is creativity, knowledge, and passion will all be on full display.

Thank you so much. IHeart Radio. Thank you to all the other nominees. You guys are awesome. Watch live next Monday at 8 p.m. Eastern, 5 p.m. Pacific free at Veeps.com. or the Veeps app. I'm Amanda Knox, and in the new podcast, Doubt, The Case of Lucy Letby, we unpack the story of an unimaginable tragedy that gripped the UK in 2023.

But what if we didn't get the whole story? The moment you look at the whole picture, the case collapsed. What if the truth was disguised by a story we chose to believe? Oh my God, I think she might be innocent. Listen to Doubt, the case of Lucy Letby, on the IHeart Radio app, Apple Podcasts or wherever you get your podcasts. I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor.

But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn. A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract.

Agree to date me, but I'm also suing you. This is unlike anything I've ever seen before. I'm Stephanie Young. Listen to Love Trapped on the I Heart Radio app, Apple Podcasts, or wherever you get your podcasts. All right. If you live in a stupid area that changed the time, who, we're dumb. Yeah, we're with you. Your area's dumb.

No, we live in that area, too. Yeah, I'm dumb. Yeah, it's Brickett, Jeffrey. Thank you for coming to the second date podcast. And we're definitely feeling it this week. So we're going to get through this all together with a brand new awkward Tuesday phone call. Yes. I also think Mercury's and Gatorade, too.

Yeah, I hate that, especially when it's Red Gate raid. Oh, my gosh, I'm all off. Sorry, go ahead, Alexis. Yeah, what do you got for comments? Oh, my gosh, Pace and Eddie said, I just got done with a 15-mile walk. Whoa. Also, love to show you guys. Keep it up.

That's so awesome. Did you listen to us the whole time? I don't know. That's a long time. That's got to be like an hour at least, two hours. I don't know. I don't know. All right.

All right, here we go. Brand new awkward Tuesday phone call starts right now. What's the biggest favor you've ever asked someone? Oh, my gosh. car, loan you money, rent out their husband for a night. Oh, wow. I mean, how do you get the money to loan someone? One of our listeners has the most important request she's ever asked of anybody.

And honestly, probably 99% of people would laugh and just say no to this immediately. What, you want a kidney? No, but how can we somehow give her advice that's so good, she will fall into the one. percent that actually gets a yes. That's a challenge, Judge. We're going to find out if we can pull it off in your brand new Awkward Tuesday phone call. Next. It's awkward.

It's Tuesday. It's awkward Tuesday phone call. How does a woman get a man to do what she wants? Brooke, what's your secret? I've never figured it out. That's why I just dump them and move on if it doesn't work. Oh, wow. Okay.

Feed them. Oh. Oh. Okay. Make a meal? I don't know. I mean, maybe. Yeah, bribe them with food.

The internet, because I look this up. The internet suggests, quote, build him up through appreciation, respect, and clear communication. Oh, that's nice. That just sounds like getting someone to compromise with you. I mean, that's the healthy, boring way to get what you want. But who wants to do that, right? Yeah. Right, Alexis?

Yeah, I stopped listening. Good. Yeah. But our listener, Lily, is at a crossroads right now where she's. She's running out of time and needs a guy, specifically one man, to do her a huge favor. Oh, I see. And she's come to us seeking advice. So, Lily, welcome to the show.

Hi. Okay. Okay. I'm curious what your favor is. Yeah, what's going on? So I'm moving across the country from Miami to Scottsdale, of all places. Okay, he cannot drive a moving van that far, I don't think. No, and I don't want to drive.

It's expensive. I'm a single female. I don't want to stay at a bunch of roadside motels. I just don't feel comfortable with that. Got it. You'd rather pay a moving company. You fly. They ship it. Not exactly. You're sleeping on the idea of roadside motels, by the way.

They're actually way more fun than they get portrayed in the media. And I'm going to tell you, driving around as a single woman is really a great time. Oh, really? There'll be a point in your life where you have no alone time, where you have kids and husbands are always there and you'll long for the days of just being by yourself in a car. All right. Brooks' message of the day to all the single ladies,

get out on the roads by yourself. Dude, seriously. Okay. Before you start taking the scenic route. Interesting. But Lily, you said you're not interested in that route. What's going on? What's in your mind?

Yeah, I have a dog that has anxiety. Oh. A dog with anxiety. I am confused how all these pieces go together. No. Okay, you can stop. I don't actually have a dog. What?

I actually just wanted to see if that would work, because I think I think I'm going to use that as a way to get somebody to take me. Take you where? Yeah, what are you talking about? You're going to have to be much more clear with us here. So I'm stressed about the move. And last weekend, I was out of the club with my girls, and we met this guy. And he's got a PJ. A PJ?

A PJ. Oh. Yeah. I thought it was like PT Cruiser or something. Okay. You met a guy at a club that Clemitted. claims to have a private jet. Yeah.

He has dogs. And so I made up my dog. Like, he doesn't exist, but I said that I have a dog. Oh, because I see. Yes. Okay. So I didn't feel like it was right time to ask him since I just met if he would find me on his PJ to Arizona.

Girl. Yeah, that's definitely a nice two question, for sure. You're going to show up to his plane, even if he says yes, claiming you had a dog with no dog. Sounds like she's just trying to get the yes for the private jet. Yeah. At whatever cost. Am I reading that right?

Dominoes will fall after. Yeah. Yeah, I don't want to fly commercial because it's just kind of gross. What? Not even like first class. So you want this guy to spend whatever it costs, like 30 grand. Dude. Or whatever.

I saw T. Payne show the world that it costs over 100 grand to get a private jet from like Atlanta to Scottsdale. That was one day. I don't know how much they'd. normally costs, but... You've met him once. Yeah. That's so much money. It was just once and I didn't feel like I was comfortable asking after just meeting once.

That's so respectable. Thank you so much. It's just such a wild request. Like, I wouldn't even say yes to driving someone to an airport if I had only met them once. But Brooke, we're obligated to help out our listeners in this segment, no matter if it's with a really serious issue or with a total scam. We're here for the people And that includes hot, selfish girls too So let's not be jelly

I'm not against scamming super rich people with private jets I mean I will say that Plus if we're humoring this He may literally have a property in Arizona And go oh yeah I haven't checked on my vacation home in a while Let's do it. It's a win win you're right So but can we ask do you have any actual romantic interest In this man? Oh yeah

I mean maybe I would go on a date if he was going to bring me on the private jet. I think that will be your date. Yes. On the plane. I like that you have standards set for yourself, and there's lines that you definitely

won't cross. I'm not sure where they are, but yes, you have them. Can I just ask, does he know anything about your move? Because that piece of this plan is kind of unsexy. No, he doesn't.

Oh, so do you just show up with like 200 pieces of luggage? He's not going to think something like that. Yeah. Wait, you're not moving your stuff on the plane, too, are you? As much as I can. Oh.

That is smart. I thought it was a shit. Oh. If it goes well, then maybe we can do more trips. Oh, that's nice. She just has a bed frame in the middle of a PJ. It's faster. It's nicer.

You get to have company along the way that you don't hate. I love that. I think that would be perfect. Okay. So what is the advice that you're looking to get from us then with this call? So, like, how do I ask him? Yeah. What do I say?

We don't know. I think he might say yes. He might, but we do have our work cut out for us. Alexis may even need to be a part of this advice giving sess. Call me crazy, but she might actually be helpful here because when we come back, we're going to try to help Lily hit your ride on a guy's private jet, and bringing along multiple suitcases so she can move to Scottsdale without driving there. Boxes even. That's what this segment has come to.

Look at us. It's your awkward Tuesday phone call, and we're going to do it right after this. Hold on. It's awkward. It's Tuesday. It's awkward Tuesday phone call. Never in the history of this show have we had a more dramatic request. I mean, you're actually right.

Our listener, Lily, says she desperately needs our advice, and if it doesn't work, sadly, she'll have to. to fly commercial. Wow. We got so many texting about this girl. I bet people are screaming in their car right now. Horror. As they should be. But what is she asking?

Well, she's moving from Miami to Scottsdale and does not want to drive cross-country. Doesn't want to fly with the normies on Southwest either. So instead, she wants to hitch a ride on the private jet of a dude that she just met.

Hitch a ride with all her stuff. Yes. As much as she's, she can bring. They're already flying, so what's the difference? I should mention in their initial conversation, they bonded over their dogs. His is real, hers, she made up. And this all happened just a few days ago.

So how do we get Lily on that plane? Look, what's your advice? Well, I feel like you and this guy bonded over the dog, and your only solution is to lean harder into the sob story about your dog's anxiety. Yes. You don't make it sound really sad. pathetic and let him be your night and shining armor who comes

up with the idea to fly you on a private jet to save you and your dog. I can be a dancer in distress. Okay, okay. We might have to lean into that. Jose, what do you think? You said make the dog sound pathetic. We can do that. Do you not realize we are at a radio station?

Oh. We can play dog sounds throughout the call or make the dog sound real. Do we have any right now? Do we have any, Jeff? Oh. We have this one. It's not a dog I want to play with me.

That's not the tiny, anxious dog I thought. That's kind of a crazy idea, but... That's so perfect. You like that. Of course. Let me see. We have more. Hold on.

No. Scary dogs. All the dogs are going to attack us. Yeah. That does sound like a big scary dog, but it's a dog. Okay. Well, if we need to prove your dog's existence, we have something. Yeah.

Yeah. All right. We'll have the dog sounds loaded up just in case you need But you have our advice, Lily. We're going to step away and let you call this. What's his name? Do we ever get his name? I don't think we got his name.

What is his name? My dog is princess. No, no. That's your fake dog name. That's nice to know. That's what's funny about it. The guy with the jet. What's his name?

Scott. Scott. Scott sounds like a rich guy. Yeah, Scott going to Scott Stales. Oh, Scott. We're going to dial Scott and we'll see if he answers. And hopefully you can get a free ride on a PJ. to beautiful Arizona.

Oh, man. That was so crazy. Here we go. Hey, how's it going? This is Lily. I'm sorry. Do I know you? Yeah.

Yeah, we met at the club last Saturday. Okay, cool. I'm sorry. You're going to have to be a little more specific. Remember, I was with a big group of women, and we were at your table. We all hung out and just kind of hung out with you and your friends. Oh, oh, yeah. Are you, you're the one who left her bathing suit at my house.

Oh. Oh. What? No. That wasn't me. Okay. Sorry. Yeah.

You know, I meet a lot of people. Yeah. Oh, I get that. No, we talked about our dogs, and you told me about your black lab. And you told me how cute he was and everything. And you showed me a picture. And then I told you about my dog who has anxiety. Oh, yeah, yeah, yeah.

Okay, yeah. So what was your name again? Lily. This Lily. Lily, yeah, got it. Okay, you know what? I think I meant more than one Lily that night, but all good. Princess, talk. Princess.

Sorry, what's going on? Oh, sorry, that's Princess. I think she heard your voice, and I think she likes you. Yeah, okay, that's fun. Yeah, yeah. So, yeah, so, yeah, I think she likes her voice. This is cool you called. I got a run.

I'm in the middle of kind of a commercial property view here. So I don't know. Maybe we'll catch up. Maybe I'll see you at the club next weekend. Yeah, well, actually, that's the problem. I'm not going to be here anymore. What do you mean? So I got a new job as a dancer in Scottsdale.

Oh, yeah? I love Scottsdale. Do you? That's awesome. Oh, Princess Down, stop. Stop. Oh, gosh. She loves Scottsdale, too.

Every time I mention Scott'sdale, she loves it. She barked about it. Okay. Well, hey, good luck. I mean, I'm sure we're going to chat down the line. Hold on. Wait. Do you remember when I told you that Princess has anxiety?

Sorry. it's embarrassed when I talk about it. Okay. So she can't make that long drive, you know, from Florida all the way to Scottsdale. So, and there's no way she can ride commercial, and her anxiety would just be crazy. You know, yeah. See, look at that. Every time I talk about her anxiety, she just, yeah, she doesn't want to fly commercial.

It sounds like she's kind of wild Yeah No, she just gets anxious when I talk about anxiety And I know that you mentioned you have a private jet I did Well, you were in a conversation about it with somebody else And I just overheard it at the table So where are you going with this?

Well, I was hoping that maybe Because of Princess's anxiety That we could catch a ride with you Wait, you really thought I had a private jet? Oh, dude. Oh. He made it up? What is the guy's at the club in Miami making stuff up?

Yeah, and nobody else made up anything on this call. Yeah. Okay. Good point, brother. Can somebody tell me what the heck's going on here? Oh, hi, good morning. Just hang up on him. He's lying.

Wait, hold on. Hold on. Hold on. Hold on. Hold on. Hold on. Hold on. Hold on.

First, Scott asked the question. He wants to know what's going on. You're on the radio, Scott, with a show called Brooke and Jeffrey in the morning. Okay. And why? Oh, yeah. That is a hard one to answer, Scott. You have a lot of good question, Scott.

But basically, this is called an awkward Tuesday phone call. Lily is a listener and needed our help having a difficult conversation with you about cross-country travel. Yes. You know, she was hoping to use your PJ. Yeah. You guys, it doesn't matter anymore. It sounds like he doesn't even have a private chat. Well, hold on, Lily.

Lily, let's not forget you weren't necessarily 100% truthful with him either. Oh, princess, down. I'm talking to your owner right now. There's no princess. I mean, I don't even have a dog. Oh, you're just going to tell him. You don't even care. That's so wild to me.

She's so over it. All of this, and you're just like, yeah, I lied to you. What if his friend is a private chair? He was talking about one. No, you're mine. I am so confused right now. No. Okay.

So, listen, we were under the impression. All of us were that you had a private jet, and Lily was hoping that you could take her and help her move from Florida to Arizona and make it a little easier on her. She wanted to use your private jet as a U-Haul. Yeah. That is so messed up. Wow. No, you're not even, you're lying.

You would just lie to everybody at the club. Like, you're not even who you say you are. Like, how? Why would you lie about that? You lied about having a dog. That's worse than lying about having a jet. No, it's not. Oh, princess.

See, Scott, there's a dog. Didn't you hear it? Yeah. Those are sound effects. I don't have a dog. Okay, you're just going to fully blow it. All right. Well, listen, Lily, I don't think this guy can help you with what you're looking for.

No. Is Bro. You're rich? Like, were you on vacation or what? You know what? I don't have to tell you shit. Yeah. All right.

Scott, I'm sorry that we did this to you, Lily, this isn't going to work out. But if you do find another dude in the next few days who says he has a private jet, contact us. I definitely will. Brooke would love nothing more than to help you get on some other guys, PJ. Oh, thank you guys so much. I would love that. Private jet after private jet. That's what we're here for.

Actually, texting, this may work really well. Texting, do you have a private jet? 7-8-592. Oh, wait, wait, wait, wait. Have your assistant texting. Oh, okay. Yeah. Brook and Jeffrey in the morning.

Getting ready for a game means being ready for anything. Like packing a spare stick. I like to be prepared. That's why I remember 988, Canada's suicide crisis helpline. It's good to know just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Next Monday, our 2020.

I-Hard podcast awards are happening live at South by Southwest. This is the biggest night in podcasting. We'll honor the very best in podcasting from the past year and celebrate the most innovative talent and creators in the industry. And the winner is... Creativity, knowledge, and passion will all be on full display. Thank you so much. IHeart Radio.

Thank you to all the other nominees. You guys are awesome. Watch live next Monday at 8 p.m. Eastern, 5 p.m. Pacific free at Veeps.com or the Veeps app. amazing how quickly you can go from I think I really like him and might even consider dating him to hang up on the guy, he's a liar and he's dead

to me. I don't know if she ever said she really liked him too. Yeah, that's an exaggeration. I couldn't even fake that. She was pretty forthright in liking just the opportunity to use his private jet. Yeah. Well, yeah, so it didn't

work out. I do hope that she does find a ride though on a jet or on a yacht or some fancy mode of transportation that doesn't get her and her fake dog all anxious again. I want to know more about him too because he was all fake too. Like they may have been a perfect couple. You guys,

she is going to be in a U-Haul listening to this podcast for hours is what's going to end up happening. Hopefully some poor other guys driving. No. She's going to be driving herself. It's your time to shine, girl. You can do this. You got this, Lily.

But honestly, you should probably get princess into some obedience classes because she was not acting very princeless like during the call. You don't have to make a lot of stops on that road trip. You're real heavy with that sound effect. Try to make it believable. Maybe we went overboard. We could have done a smaller dog.

Yeah, probably. We have what we worked with. Those are the sound effects in our system. But you know what? We can always try to help out any listeners with their fake pets. Email the show. We'll load up the sound effects and help you call whoever you need to call with an awkward Tuesday. Make sure to hit subscribe to that podcast.

Brooke and Jeffrey in the morning. Hi. It's Joe Interesting. host of the Spirit Daughter podcast where we talk about astrology, natal charts, and how to step into your most vibrant life. And today I'm talking with my dear friend, Krista Williams. It can change you in the best way possible. Dance with the change. Dance with the breakdowns.

The embodiment of Pisces intuition with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts. or wherever you listen to your podcast. Next Monday, our 2026 IHeart Podcast Awards are happening live at South by Southwest. It's the biggest night in podcasting. We'll honor the very best in podcasting from the past year

and celebrate the most innovative talent and creators in the industry. And the winner is... Creativity, knowledge, and passion will all be on full display. Thank you so much. IHeart Radio. Thank you to all the other nominees. You guys are awesome. Watch live next Monday at 8 p.m. Eastern 5.5. P.m. Pacific free at veeps.com or the Veeps app.

I'm Amanda Knox, and in the new podcast, Doubt, the case of Lucy Letby, we unpack the story of an unimaginable tragedy that gripped the UK in 2023. But what if we didn't get the whole story? Evidence has been made to fit. The moment you look at the whole picture, the case collapsed. What if the truth was disguised by a story we chose to believe? Oh my God, I think she might be innocent. Listen to Doubt, the case of Lucy Letby, on the IHeart Radio. app, Apple Podcasts, or wherever you get your podcasts.

I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor. But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn. A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract. Agree to date me, but I'm also suing you. This is unlike anything I've ever seen before. I'm Stephanie Young.

Listen to Love Trapped on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Nancy Glass, host of the Burden of Guilt Season 2 podcast. This is a story about a horrendous lie that destroyed two families. Late one night, Bobby Gumpbright became the victim of a random crime. The perpetrator was sentenced to 99 years until a confession changed everything. I was a monster. Listen to Burden of Guilt season two

on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.