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U Up?

My Boyfriend's Side Hustle Is Ruining Our Relationship

10 Jun 2026

Transcription

Transcript generated automatically by AI and may contain errors.

Chapter 1: What personal milestones are shared at the beginning of the episode?

0.031 - 1.213 Jordana Abraham

Your hair is looking great.

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1.693 - 2.715 Jared Freed

My hair is really.

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2.735 - 4.517 Jordana Abraham

41 years old and you haven't lost it.

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4.557 - 5.579 Jared Freed

And I'm growing it out.

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5.879 - 7.081 Jordana Abraham

It looks like it's getting longer.

7.121 - 7.942 Jared Freed

It's getting longer.

8.082 - 8.362 Jordana Abraham

Wow.

8.943 - 12.288 Jared Freed

I'm going to give it away to a man in need.

12.668 - 16.474 Jordana Abraham

You're going to be like one of those, they make male extensions.

Chapter 2: How does a vacation to Morocco impact a new relationship?

245.228 - 246.57 Jordana Abraham

It's melded into the floor.

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246.59 - 254.222 Jared Freed

I guess. I mean, you can't even yell at Ron for that. He's like, it's a week ago. You missed out. Yeah. You can't yell at me. He didn't give a shit. Yeah.

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254.242 - 255.224 Jordana Abraham

He was like, should have walked.

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Chapter 3: What expectations were set for intimacy during the trip?

255.264 - 257.748 Jordana Abraham

Should have like cleaned this room earlier. Right.

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0

259.214 - 263.281 Jared Freed

Well, I'm happy he's doing better, though. I'm cheering for Ron.

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263.381 - 264.903 Jordana Abraham

So am I. He's a good boy.

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265.063 - 265.404 Jared Freed

Yeah.

265.544 - 266.025 Jordana Abraham

He's a good boy.

266.045 - 268.208 Jared Freed

Sometimes. Most of the time. Most of the time. Yes.

268.229 - 269.831 Jordana Abraham

We have a very toxic relationship.

270.192 - 277.023 Jared Freed

Yeah. Well, that's what you like about it. I do. I do. I think this is giving you flashbacks to your dating life. It gives you the excitement you lost in dating.

Chapter 4: How can communication improve relationship dynamics?

415.311 - 429.655 Jared Freed

I did like a Zoom at the end of the episode. It's supposed to be like this fun Zoom. She's like, tell me about dating. And I like did my like, hey, I think it's like a very like divided dating world right now. And we need some like thoughtful, some thoughtful commentary.

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429.715 - 446.383 Jared Freed

This book is going to give you the vulnerability from a man that I think people would want to hear and can make you a better, smarter dater that can be more confident. Like, I really do believe you can make more confident decisions knowing that the other side isn't thinking about you that much. You can do no wrong is really what this book is to tell you. And what did Kelly say?

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446.403 - 467.286 Jared Freed

Kelly was like, she like stopped. She goes, oh, okay. She was like expecting me to be like, fuck you ladies. Well, let me see your titties. Like, I think she thought I was going to come on and be a total mess. She even messed with me. I came out and I go, my dad is really excited for me to be on, which he was. My dad is like a huge Kelly Clarkson fan. Okay.

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467.547 - 473.835 Jared Freed

He was like, you're going on Kelly Clarkson. You got to go on Kelly Clarkson. And I was like, my dad's excited. She goes, why don't you watch? And she goes, like, she's like messing with me.

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473.855 - 474.696 Jordana Abraham

That's what you would say.

474.776 - 475.517 Jared Freed

Yeah, it is what I would say.

475.537 - 480.364 Jordana Abraham

That's what you would say if someone said, my friend loves your standup. You would say, what about you?

480.404 - 482.727 Jared Freed

Kelly and I are just as insecure.

482.707 - 483.729 Jordana Abraham

Birds of a feather.

Chapter 5: What feedback does the listener give about the gym guy's approach?

2470.419 - 2487.555 Jared Freed

For some reason, this immediately turned me off. I like when a guy makes the first move and follows through by texting first if he's interested. Something about him putting the ball entirely in my court felt low effort and lacking confidence. he would be very surprised to hear that that's your feedback.

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2487.695 - 2488.416 Jordana Abraham

Give me your phone.

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2489.017 - 2490.699 Jared Freed

Yeah, that's not a first move.

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2490.999 - 2493.502 Jordana Abraham

Well, I kind of understand what she's saying, but finish the email.

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2493.522 - 2511.95 Jared Freed

I understand what she's saying as well. And it's funny, when I read it in my head, I was like, I get what she's saying. Reading it out loud, he walked over to you in the gym, said, give me your phone. Like, I don't think there's a more confident move in the book. Put his number into your phone.

Chapter 6: How does the conversation shift to discuss the gym guy's intentions?

2512.111 - 2516.736 Jordana Abraham

Well, maybe a more confident move would be walking over to you and saying, can I have your number?

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2517.718 - 2524.706 Jared Freed

Yeah, I guess that's, but I guess that's a, I guess physically what he did is very confident.

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2524.967 - 2526.929 Jordana Abraham

Approaching anyone in public is very confident.

0

2527.049 - 2537.928 Jared Freed

Right. So my friends think I'm overthinking it and that he was probably just trying to be respectful and not pressure me. I disagree with your friends. Give me your phone is not really respectful.

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2538.168 - 2540.053 Jordana Abraham

I need to know how this was actually.

2540.373 - 2550.734 Jared Freed

But now I'm less interested than I was before, icky or picky. I would be turned off just by the nerd of it all. Give me your phone.

2550.754 - 2555.04 Jordana Abraham

I'm sure there was some finessing before that. I'm sure it wasn't like walk over.

Chapter 7: What are the implications of the boyfriend's long working hours on the relationship?

2555.34 - 2562.289 Jordana Abraham

Can I have your phone? Put like no talk. I'm sure it was like, oh, like we should like maybe we should do something.

0

2562.71 - 2569.619 Jared Freed

Give me your phone. Oh, OK. Well, what's your weekend like? Maybe we should do something. Give me your phone. Let me let me.

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2569.919 - 2575.146 Jordana Abraham

Yeah, I think there's a smooth way to do this. My other thing is I also think context matters.

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2575.226 - 2575.446 Jared Freed

Right.

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2575.787 - 2593.052 Jordana Abraham

If this was if this happened at a bar, I would be turned off. I think equally turned off by this. This is at a gym. She goes every day. He goes every day. He's trying to not be creepy and like be like making you uncomfortable and making you feel like if you reject him, then you can't come back to this gym.

2593.112 - 2611.077 Jordana Abraham

So he's putting it in your I think he's like showing you he's interested, but putting the ball in your court, so to speak, so that if you are not interested, he won't be coming off as like guy who made you uncomfortable at the gym. And that's me maybe not thinking about how disgusting men are.

Chapter 8: How do the hosts analyze the listener's dating dilemma involving a colonoscopy?

2611.498 - 2621.513 Jared Freed

You are giving him tons of empathy. This idea that he thought that far ahead. I thought, when I heard this, I was like, maybe he thought he looked cool.

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2622.375 - 2622.715 Jordana Abraham

Okay.

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2622.815 - 2644.061 Jared Freed

Like, hey, let me get your phone. Do you guys think that that's cool? I think that they would think it's smooth. Like, the idea that this girl at the gym that you have a high bi... relationship with. Right. Hey, how you doing? Good, I'm good. What are you working on today? Buys and tries. Cool. Hey, what are you up to this weekend? Oh, I got some friends doing like a birthday party.

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2644.441 - 2663.078 Jared Freed

Let me get your phone. If you want, I would love, you know, would love to go out sometime. Can I put my number in your phone? Shoot me a text if you ever want to make that happen. I think that's him thinking that's, I don't think he's going. I wish we could have seen the interaction. Right. Like on camera. We'd watch it like two National Geographic reporters in the Serengeti.

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2663.058 - 2671.41 Jared Freed

just this two animals in the wild. I, I, I will say, I think if I, it's one of those funny things.

2671.45 - 2673.994 Jordana Abraham

Like if he's doing what I'm saying, I think that's very nice.

2674.334 - 2674.695 Jared Freed

Yeah.

2674.715 - 2676.057 Jordana Abraham

I don't know if he's doing that. You're a man.

2676.077 - 2700.012 Jared Freed

It could be explained that way, but I think it's more, I think most things are more like, I think most things are more a result of the opening you're given. So we all go the path of least resistance. Yeah. And most men go the path of least resistance to fucking.

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