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Jay Shetty
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Claudia Oshry
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Jay Shetty
Hey everyone, it's Jay Shetty and I'm thrilled to announce my podcast tour. For the first time ever you can see my On Purpose podcast live and in person. Join me in a city near you for meaningful insightful conversations with surprise guests. It could be a celebrity, top wellness expert or a CEO or business leader. We'll dive into experiences designed to inspire growth, spark learning and and build real connections. I can't wait to see you there. Tickets are on sale now. Head to jshetti me and get yours today.
Claudia Oshry
I think a lot of people let their weight control their lives. I didn't think that I was capable of changing and now I know I'm capable of that. Like bitch I can do anything. Like I really can. She is a multi talented entertainment personality. Hope everybody's having a goji party Monday. The one, the only Claudia Ostry.
Jay Shetty
What do you feel is the biggest misconception about you?
Claudia Oshry
I felt so misunderstood by people. I remember getting married and being like so angry that my dad Wasn't going to be there when I was struggling with my self image. I feel like I'm going to cry now. Sorry. The number one health and wellness podcast, Jay Shetty. Jay Shetty. The one, the only Jay Shetty.
Jay Shetty
Hey, everyone. Welcome back to On Purpose, the place you choose to become happier, healthier and more healed. Today. I'm excited because I'm actually speaking to someone who is my team's number one pick. My team will only want to show up for Michael B. Jordan, Lewis Hamilton and Claudia Archery. I'm not kidding.
Claudia Oshry
Women in male dominated fields.
Jay Shetty
I'm not kidding. My team are the biggest fans of today's guest. I was lucky enough and grateful enough to go on her show the Toast. The hit show, award winning, incredibly huge, huge, huge podcast called the Toast last year. It is genuinely the thing. Whenever I get stopped, people are like, I heard you on the Toast. I loved it, I loved it, I loved it. So I am so excited. I get to return the favor today with Claudia Ashri. Claudia, thanks for being here.
Claudia Oshry
Oh, my God, Best intro ever. Do it again.
Jay Shetty
I'd be happy to.
Claudia Oshry
I'd be happy to.
Jay Shetty
It was genuine, it was honest.
Claudia Oshry
And I love you, by the way. Like, when we met, I'm not gonna lie, I was like a little. I'm like, who's this guy? Cause I wasn't super familiar. I read your book and I was like, okay, let's see what it's about. I feel like sometimes when someone becomes really known with a lot of celebrity friends, it can be like a little smoke and mirrors. And I was like, honestly, I'm suspicious this guy's coming in. And you were so kind. The second you walked in, it was very disarming. I was like, oh, never mind. I take back, like, I love him. And we had such a great conversation. And I actually loved so many things about your book because your book was like, really heavy on relationships and I just loved it. And ever since then, I've just, like, loved you.
Jay Shetty
Oh, yeah. That genuinely means the world to me. And you made me feel so comfortable that day because I was like, guys, like, you guys. I was talking to my team and I was like, you guys, listen to her. And I was like, I'm not cool, I'm not funny. I was like, how am I going to fit in? Like, how's this going to work? And they were like, no, no, no, she's going to be wonderful. And you were. And you are. And I'm so grateful that I now get to do this back. So let's dive straight in because you just said something to me. I wasn't going to start here, but you just said something to me, and I wanted to ask you, like, what do you feel is the biggest misconception about you?
Claudia Oshry
Oh, wow. That's a good question. I don't know if I would say there's one misconception. I would say, like, though largely. And there was a period a few years ago, because I remember writing about this in my book where I fe so misunderstood by people. And I feel like unless you were watching my podcast every day and listening to everything else thing that I said, you didn't really get me because I feel like I come off as, like, a lot of different things, like, a little crazy, a little outlandish, but I feel like the person that I really am is like, a sister, a wife. I feel like kind of gets lost in the mix sometimes. I like to think I'm like. And I'm always, like, joking about how funny and sweet and kind and beautiful I am, but I really do believe that about myself. And I feel like just because I always lead with, like, humor and a little bit of, like, outrageousness, I do feel like that softer, very. What I think is genuine. Genuine gets a little bit lost.
Jay Shetty
That's so interesting. I mean, I can relate in so many ways. I feel so misunderstood so often, and it's because we have a view of what a spiritual person or a teacher or a guide looks like. And I think I'm just trying to be people's friend.
Claudia Oshry
Right.
Jay Shetty
I'm trying to be the person who's just reminding you something.
Claudia Oshry
Yes. I feel like your job title definitely, like, you lead with that, and people have conceptions about that before. And I feel the same way, like, coming from a comedy space, especially when you make jokes that, like, sometimes are a little, you know, people are like, oh, she's crazy. She's radical. And it's just like, I'm actually just a girl. Like, I'm just a girl, and nothing makes me happier than making people laugh. And, like, sometimes I take it a little far, but, like, it's funny, it's funny. What's the big deal? Yeah, and.
Jay Shetty
And, and that's why for me as well, it's like, I want to help people. I want to make people feel better. I want to introduce people to great ideas and insights. It's not. It doesn't have to be heavy. It doesn't have to be, like, everything. I also love soccer. I love fashion and love, you know, just. I'm a normal Human being. And it's like, I love that balance. And I think that's how I see myself, as someone who has these very nuanced interests and hobbies and everything else, but I think naturally, we're kind of forced to be in a box. Yeah. You can be both.
Claudia Oshry
100%. I so believe that. I feel like I'm so hard and I'm so soft.
Jay Shetty
Yeah, I love that.
Claudia Oshry
Yeah.
Jay Shetty
At the same time.
Claudia Oshry
At the same time. And I feel like I'm always leading, obviously, because what I do is, like, just try to make people laugh, which I love. So I'm always leading with that. And I do feel sort of so we sensitive side. And I'm very sensitive. I feel like I don't show that a lot, and I don't want to show it that much because I feel like, on the Internet, so toxic. If you open up about a vulnerability or something, people throw it back in your face and they use it against you. So I'm also really protective of my own piece.
Jay Shetty
Wow. When did you learn that you had to do that?
Claudia Oshry
I feel like when I first started opening up, I feel like the first thing I really opened up about, because I share everything on the Internet, and it's not hard. I don't feel like I'm digging deep to share. I'm a nat. Like, if I meet you for the first time, I'll tell you my life story. That's just how I am. So I've never felt like I was sharing something that I wasn't comfortable sharing until I shared my journey with Ozempic, which was so personal to me. And, you know, I got a lot of support for it. But there were also people, you know, you're stealing drugs from diabetics. Like, literally, no, I'm not. And there was, like, a lot of. There's a lot of discourse around that. Do people who struggle with their weight need medication? Are they stealing medication from diabetes patients? So I felt, like, scared to share that one, because I think the emotion I felt most was, like, I was really embarrassed that, one, I'd gotten myself to a place where I required a medication. And two, I did feel a little pushed to share just because it was so obvious to people that I was on it and, you know, everybody. Nobody would let me live. They wouldn't let me sleep for five minutes. They're like, she's on azembic. She's on Azembic. She's on azemic. And when I did share, I'm ultimately so glad that I did, but I I didn't feel at first like it was my choice necessarily, that.
Jay Shetty
That always feels harder.
Claudia Oshry
Yeah.
Jay Shetty
Yeah. When you feel like you had to share something because there was already so much talk, speculation. Yeah.
Claudia Oshry
And now when I look back, I wish I shared sooner. It's like the greatest journey I went on. I have so many positive things to say about it. I think when I tell people, it makes them feel, like, a little less embarrassed about their journey. Cause look at me, I'm so fabulous. And even I did it, and I wish I did it sooner. And I loved every minute of the journey, but at the time, I was so embarrassed. Like, that was just the emotion I remember feeling was, like pure shame.
Jay Shetty
That's. I mean. And that sounds like such a hard place to be. We actually interviewed. I interviewed Johann Hari, a good friend of mine who wrote the book the Magic Pill. He's on ozone, and he's gone and done all the research from the biggest experts in the space and the naysayers in the space. And so for anyone who's looking for a very researched guide to Ozempic, he was brilliant. And he talked about it from so many different perspectives. But going back to what you said, one of the first things that I think so hard for people is how society has made people feel shameful about their body in general. I mean, you've talked before about. I saw that. I actually couldn't believe this existed. But you've talked about going to fat camp.
Claudia Oshry
Oh, yeah.
Jay Shetty
Like, I'd never heard of that.
Claudia Oshry
Summers of my life.
Jay Shetty
We never. I've never heard of that. Living in.
Claudia Oshry
It's so American.
Jay Shetty
Growing up in London.
Claudia Oshry
Yeah, yeah, yeah.
Jay Shetty
Like, first of all, explain to me how you can get away with calling something fat camp. And what is fat camp?
Claudia Oshry
Well, actually, at the time, I believe they were going by weight loss camp. Not that it mattered. Like, colloquially, it's called a fat camp. Right. And, yeah, so I went to summer camp my whole life. And when I was like, I feel like maybe I was in, like, the sixth grade, I don't remember how old I was. My older sister was really struggling with her, and I never struggled with my weight as a kid. And, you know, my parents tried a lot of different things, and one of the things that they tried was sending her to, like, a summer camp that was focused on physical fitness. I think what people think of as a fat camp, like a fat farm, where, like, the kids are up every day pulling tires uphills. It wasn't like that at all. It was a very standard, all American summer Camp with fitness and diet just sort of at the forefront of meals and activities. And all my sisters went to support my older sister, and we ended up having, like, the most amazing time. We went back. I never went back to the old camp that I had originally went to. We went back every summer. It was the greatest experience of my life. Some of my best friends, I still talk to this day from camp, and so I know how it, like, sounds and looks to other people, but for me, it was just such a regular camp experience. But I also wasn't on the program. So for any of the summers that I spent at a weight loss camp, I was actually never struggling with my weight. So I would wear this special bracelet that just let everyone at the facility know, like, I'm not on the program. And then it turns out, you know, the second I left camp, I actually started to, you know, struggle with my weight, and I really could have used a weight loss camp.
Jay Shetty
Wow. I mean, so what was that like then in the beginning years? Because I think what's interesting as we talk about Ozempic, to me so much of it is about how we're conditioned since we're young. So I grew up overweight.
Claudia Oshry
Oh, did you?
Jay Shetty
Yeah, I was overweight until I was about, like, 15.
Claudia Oshry
Wow.
Jay Shetty
16 years old, maybe.
Claudia Oshry
I can't picture it.
Jay Shetty
And. Yeah, I'll show you pictures. Yeah, I will. I will. My wife has plenty of embarrassing pictures of me. And. And she was as well.
Claudia Oshry
Oh, really?
Jay Shetty
Yeah, she was as well.
Claudia Oshry
So let me tell you, people who have never struggled with their weight, like, are not people. Not that there's anything wrong with them, but, like, they're not people I can relate to. I feel like struggling with your weight makes you such a real bitch. Like, can I curse on here? Yeah. Like, I feel people who have struggled with their weight, they know real struggle. They know being like, I just feel I. When I meet someone and they've struggled with their weight, like, I automatically know they're like, they're my type of person. You know what I mean?
Jay Shetty
That's. That's why I'm sharing my.
Claudia Oshry
Creates such a resilience. Like, you're serious, Especially as a kid. Oh, my God.
Jay Shetty
Yeah, it's huge. I mean, like, I remember the bullying, the name calling, the awkward thing of trying to pull myself out of a swimming pool and not being able to. So real, you know, moments like that where you're just like, oh, gosh, this is the worst thing that could have ever happened. And then being forced to wear speedos at school. So British? Yeah. Not in America, right?
Claudia Oshry
No, never.
Jay Shetty
That's our version of fat camp. Yeah. You have to wear Speedos.
Claudia Oshry
That's terrible, actually.
Jay Shetty
Yeah. And so when I look back at all of that, I think about how much shame, guilt is already set up just in our perception of what it means to be overweight. And now you're talking about feeling shame of going on Ozempic, which you're taking to do the opposite.
Claudia Oshry
Well, it's like, you can't win. I used to get, like, so much, you know, backlash and messages like that I'm setting a bad example that I live an unhealthy lifestyle. So then I take control of it, and, like, I start changing my life, and now I'm, you know, running diabetics over with a bus. Like, you really can't win, so you just have to do what makes you happy. And going on that journey made me really happy. It was, like, the first time in my life where I ever felt in control of my weight. Like, since I'm, like, I started gaining weight in college, so. But since I'm 18, I. It was the craziest feeling. It was so foreign to me. And I think a lot of. Especially girls who struggle with their weight may be able to relate to this. Like, I was always a confident person, even when, you know, I was struggling with my weight. And I was always really happy in my own body. That was, like, something I really worked on. I think a lot of people let their weight control their lives, whether it comes to work or personal relationships. For me, I was never gonna let it stand in my way, but that didn't mean that I didn't like that. I liked it. Like, I loved myself and I loved my life, but deep inside, I always wanted to be skinny. So when you're an overweight girl, like, you wake up every day and you think about, like, you look, you pass a mirror, you pass a window, you're thinking probably a hundred times a day about, like, the inevitable day when maybe one day you will be skinny. So Ozempic gave me that, like. And to achieve a lifelong dream that you never think. And I know it sounds so dramatic, but to achieve a lifelong dream that you never think is gonna come to fruition is the craziest feeling. And that's why I really felt so compelled to share my journey, because at the time when I shared, it was 20, 23, I think maybe around the end of the year. No, it was like the summer. There was so much negative stuff out there about Ozempic. Like the daily mail Every time somebody ended up in the ER with a headache, it was Ozempic's fault. And I just felt like everybody was being made fun of for being on Ozempic and no one was really talking about how life changing it is. And especially as, like, a girl who always wanted to be a mom, I was. I was like, I can't ever get pregnant at this weight. I have to lose the weight before I can gain the weight. So it just gave me opportunities. It gave me a whole new life. And I felt so compelled to share because it bothered me how negative everything was about this journey. Like, we were all supposed to feel shame. Like, the amount of negative media representation, negative mentions of Ozempic, like, was supposed to, I think, shame people into not doing it. And I was like, I don't feel like. And I think that's why Oprah did her special, too. Her special was really powerful because she's somebody who's benefited enormously from it. And you don't hear those stories enough, and it makes me so sad. So ultimately, it was the best decision I ever made, going on it and also sharing the journey. But at the time, I just wish people had given me, like, a little bit more space to process it, you know?
Jay Shetty
Did you ever worry about the side effects and. And what you. Because I'm guessing you're thinking about those things as well.
Claudia Oshry
Yeah, of course. So when I. When it was first brought up to me by my plastic surgeon, I was, like, super intrigued. Then I spoke to, like, my primary care physician about it, and both of them were really down and excited and they wanted me to do it. So I felt really good, like, knowing that my doctors supported it. And that's why, like, I. I didn't share from day one, because, one, what if it didn't go well? Two, so it doesn't work for some people. So I make this whole big thing I'm going on, and then I don't even lose the weight. Like, there were so many factors at play, so I. I couldn't share from day one. And then when I started to. To drop significant weight, I was just then feeling embarrassed. That's why I didn't share. I was like, wow. I. My life got to a place where it was where I'm so out of control, I need medication to get me to stop eating. Like, and that's what I loved about Oprah's special was she really dived into, like, the illness, the disease of obesity and how it's like, telling someone to stop eating is like telling a depressed person to just be happy. Like, it's really not in our chemical compound. So I felt like the whole journey I was learning about myself, I was learning about the disease, I was learning about the medication. And yeah, of course I was worried about side effects. But after a couple of weeks when I had minimal nausea and it went away pretty fast, I felt like this was the right drug for me.
Jay Shetty
Yeah. And then what was it that decided to get you off it?
Claudia Oshry
Oh, well, I had lost the weight, and I feel like I was on it for a year, and the first six months, I just kind of let the drug, like, do its thing. I didn't change my life at all. I was, like, still eating like crap. But that's how the drug works. You eat like crap, but you eat half. So I was losing weight, and then halfway through, I was like, okay, now that I've kind of gotten my life a little bit under control, let me actually try and change my life. So I joined the gym, I got a trainer, I started working out, I started eating way healthier. So I did the journey, like, in two parts. One where I just kind of let the medication run me and then where I used the medication as, like, a. A tool to change my life. And I really wanted to see if I could do it without. And I also knew that I had wanted to get pregnant sometime soon. And you have to be off the medication for a minimum of two months. So I got off of it in December of 2023. I knew in the next year I'd wanted to get pregnant, and I kind of wanted to put as much time between being off the drug and starting my journey. And I wanted to see, like, if I could keep up with my working out and my eating well regimen without the drug. And I was able to. And that's, like, one of the things I'm most proud of because, like. And I never would have been able to get there if it weren't for the. The tool of Ozempic and all those GLP1 medications.
Jay Shetty
Wow. And how did you. How has it changed you? Because you, like, you said you were already confident, you already liked yourself, you knew who you were. What's changed?
Claudia Oshry
I mean, I'm insufferable now. Like, no, I think that so much of my confidence was, like, I really had to work at it. Do you know what I mean? It was. I don't wanna say fake, but I just remember one day waking up and, like, deciding to be confident. And slowly by slowly, brick by brick, I built up a sense of confidence that really, it was real. But I do think it was built on a foundation of like kind of lies. And now that I like really changed my life, I felt so confident, but I also felt so confident that I was capable of change. I think for many years I'm such a stubborn person. I didn't think that I capable of changing anything, anything, let alone this huge thing for me, which has always been my weight, which has kind of been like my Roman Empire. So I think the fact that I successfully changed something in my life, something bad, and turned it into good like that, and now I know I'm capable of that. Like I can do anything. Like, I really can.
Jay Shetty
I love that attitude. But. But how did you build that energy before? Like, I don't want to take away from the fact that even though you say you were faking it, obviously it was working in that you were still doing well. It seems like you were comfortable in your own skin. Like, what would you say to someone who maybe doesn't have, doesn't want to go on his MP because they're scared or whatever it may be, but like, what would you share with them?
Claudia Oshry
So I feel like people don't like my answer because when I was like struggling with my self image, I feel like I'm gonna cry now. Sorry. So much of my confidence, I would say like all of it came from the fact that I had a husband or a boyfriend at the time, fiance who loved me so much. And he, I was like the greatest thing. And so if he thought it and look at him, like, I just, I love him so much and so he thinks I'm so great. Like, that's not that you should get your confidence from a man, whatever, but like I did just to be loved so unequivocally by somebody who I think is so great, that gave me a lot of confidence. Like, he thought I was the best, he thought I was the smartest, he thought I was the prettiest. So like I was because his opinion is the only one that matters. But also, like, I look at him and I think of him as like so charming, attractive, like, who wouldn't want to marry him? And he likes me, like, oh my God, I must be like the greatest thing ever. And. And I really feel like so much of my confidence. And it's so funny because he says that he gets confidence from me, which I feel like really happy that it's a two way street, but having a relationship that I felt really solid about, but also somebody who just loved me so much, really, it just made Me believe like what he was saying. Do you know what I mean?
Jay Shetty
What's interesting to me is just so much of how, whether it's body shaming we do to ourselves or that society does to us, how so much of it is built up around aesthetics and visuals and how health and vitality are actually not based on simply visuals. No.
Claudia Oshry
But I will say visually at the time, like if you were to just compare me visually now and me visually then, like I was very unhealthy. Like I had a lot of random medical issues that like a 25 year old girl shouldn't be having. So I agree with you that like a lot of times we judge people's health based on their weight and that's not the case for everyone. But to be clear, like it was the case for me.
Jay Shetty
Yeah.
Claudia Oshry
Like I was not healthy. I did not walk to work. Like I was really like living a very inactive, unhealthy lifestyle. That's not the case for everyone. You see who's overweight. But that was 1000% the case for me.
Jay Shetty
Yeah. And now what's the new schedule?
Claudia Oshry
A bitch. Well, now I'm pregnant, so like it's kind of reverted back, but so not pregnancy wise. I just really like lead my day with little pockets of activity. I think that going to meetings, going to work, I'm always being like, okay, I'll walk. I worked out before I got pregnant. I worked out three to five times a week. I would spend my weekends doing things that I enjoy whilst being active, like going for walks in the park with Ben, just making sure that I wasn't rotting in bed as much as I can. I'm capable of, because I'm capable of a great deal of rotting. And then with meals, that's really where I probably struggled the most. But just, just trying to be a little bit more well rounded. I feel like I eat like a six year old and so I do. Like I eat rice and chicken fingers and so just changing sometimes to like brown rice and grilled chicken, you know, thinking a little bit more. But it's hard because I'm such a picky eater that, you know, I'm not going to be making bronzino on the weekends with like a tapenade, you know, that's never going to happen. I don't even know what tapenade.
Jay Shetty
And then, I mean, as I'm hearing you speak, I'm just like, is there a lot of people talk about this right now? Like this idea of when you become pregnant, is there like a loss of the Life you had.
Claudia Oshry
Oh, my God, 100.
Jay Shetty
Like, is there a feeling of like, wait a minute. Just a few moments ago, a few months ago, I was, I would say I don't feel.
Claudia Oshry
I really, I mean, I've been married for 100 years and we decided to wait to have kids. And I think that because we made that choice, I am now not spending my pregnancy and, you know, hopefully the next year or two mourning a life. I feel like I lived life to the fullest and I really, really waited till I was ready. So the only thing I feel like I'm mourning is my body. Like that. Nobody talks enough about, like, what it's like to lose significant weight and then get pregnant. I don't know how I feel about it. I don't have, like, fully fleshed thought outs. I'm like struggling every single day. But no, I don't. I don't feel sad about, like, a life left behind. I feel like I lived every minute of my 20s, like on the edge of cliffs, going on trips, partying, like, doing everything I wanted to do. And when I turned 30 over the summer, I was like, you know what, I'm done. Like, I really feel. And that's what I'm so happy about because, yeah, I like, see my friends with kids and I'm like, oh, I do wish I had, like, you know, joined them. But I feel so fulfilled in that one chapter of my life that I'm really ready to start the next chapter.
Jay Shetty
Yeah. What was the reason for putting kids off in the beginning? What was the.
Claudia Oshry
I would say it was mostly career. I've been working since I'm 18 and I just could not fathom taking time off and I don't know, it just really scared me. It doesn't scare me so much anymore. But also the weight thing, I could not fathom at my previous weight, getting pregnant. I think it would be a high risk pregnancy. One and two, I think it would take me to a new weight, a new category that I might not be able to come back from. So I always knew I had to figure it out before. And Ozempa came to me at like, the perfect time.
Jay Shetty
Yeah. I think the first thing you mentioned, I relate to that is obviously me and my wife don't have kids yet and we'd love to one day. But I think a big thing for me also was I was very clear on who I was when we met and things were kind of going in the right direction for me. And then my wife, I was like, really patient and I really wanted her to find her purpose before we had kids. Because I wanted her to know who she was and know her identity and have clarity on her worth and her value and everything before we have a child. Because I just felt, I was like, I want her to also live a life and what that looks like. And you know, in the past couple of years, she's just like blossom and grown. It's been so fun to watch. And it's like now I'm like, yeah, now, now, you know, for one, we're lucky to have children.
Claudia Oshry
It's more. You can conceive it, right?
Jay Shetty
Totally. Yeah. And. And that you're coming at it from a point of like, I know who I am without anything.
Claudia Oshry
Yes.
Jay Shetty
And I think that was so important to me for her. I already had it myself.
Claudia Oshry
And also the career thing, right? Like as, as a woman, it's not like you give birth and then you go back to work. It's like a two year thing from conception to the, like, till you really start to feel like yourself again. Especially when your job is like being public and people have so much to say about your body. Like, I don't necessarily. Didn't want to put myself through that. Like, I really wasn't ready for it. So I cannot recommend enough waiting till you're really ready. And I know that that's a privilege, but like, I, I'm so pleased with how it's worked out so far and I'm really, really glad that I waited because I, I remember I always used to say, like, I wanted to have kids when I was 25. And I remember sitting on my friend's couch and I was like, drunk and he was like, by the way, like, when do you wanna have kids? I'm like, when I'm 25. And he was like, how old are you? I'm like 25. So maybe, maybe when I'm 26. And I don't know, I've always, always known. I love kids. Like my niece and my nephews are my whole life. Like, I've always known that I wanted to be a mom. And then I started to get a little worried because I didn't feel it. I'm like, oh, crap. Like, I was so annoyed at the biological clock and I was so annoyed at Covid. It like took two years for me that like, if Covid hadn't happened, I would have been living my life those two years and been ready when I was 28. But I was like, crap. No. And I got a little worried that I was never gonna be ready. Cause I know it's something that I want. And that's why I feel so grateful that I very naturally came to the conclusion that I'm ready. And my husband was amazing about like if I had said to him five years ago, let's have a kid, he'd say okay. If I said to him this, like he was really let me lead, which I so appreciate. He never put pressure on me to like either wait longer or hurry up. Same with our families. Like nobody really tortured us about it. And I know a lot of girls get like endless harassment from their parents and their in laws and like I didn't get that. And I'm so grateful because I really came to the conclusion on my own. So no, I don't. I don't like look around and I don't look at social media and see people like, you know, on trips and flying out of planes and think, oh I wish that was me. I'm like, you know what? I did my time. Honestly, that video makes me tired. I want to go take a nap.
Jay Shetty
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Claudia Oshry
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Jay Shetty
Are using to lose weight.
Claudia Oshry
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Jay Shetty
Walk me through that internal dialogue of, like, how do you get to that place of feeling ready? I think so many of us are waiting to feel ready in life. Whether it's waiting to feel ready to start a podcast, whether it's waiting to write your book, whether it's waiting to have a kid, whether it's waiting to get married and you're. We're just waiting. Yeah, but we never feel ready. For most of us, I know. Walk me through what you feel being ready means.
Claudia Oshry
I feel like jealousy is a really powerful emotion. And I started to feel like I might be ready to start a family when, like, I would hear about other girls that I knew, friends, people telling me. And up until that point when people would tell me I would be so happy for them, like, I would cry, like, really genuine. And I remember the first time, it was like, December of 2023. One of Ben's friends, who his fiance, excuse me, wife, is one of my good friends. They told us that they were pregnant. And I was so happy for her, but, like, I was a little jealous. And then I was like, oh, that's interesting. And that's why I feel like it's so important to, like, listen to yourself and be able to identify emotions. Cause I was like, okay, let's jut that down. I told Ben, I'm like, by the way, I'm a little jealous of Natalie. He was like, oh, that's great. And that was in December. That was actually when I decided to get off Ozempic. And I was like, okay, good to know. And then I just started, like, listening to my feelings. And when other people would tell me, I'd be like, damn, now I'm starting to feel a little left behind. And so really, it was my own emotions that told me I was ready. And I've always been very Good at, like, identifying my own emotions and, like, thinking, how does this make me feel? Am I pissed? Am I happy? And that's really. I would say, how I knew.
Jay Shetty
Yeah.
Claudia Oshry
But it was a struggle.
Jay Shetty
It feels like you're someone that always knows you're ready, though. Cause you got, what, married at 23?
Claudia Oshry
Yes. I got married very young. I got engaged. Me and Ben met when I was 18. We got engaged when I was 21. So we dated all throughout college and then. 23? Yeah. When I got married.
Jay Shetty
How did you know Ben was the one and you were ready to get married then?
Claudia Oshry
It just wasn't even a question. Honestly, I would have gotten married married sooner. Like, I know it sounds so crazy, and it is, but we met when I was 18, so I was a freshman in college, and then when I was a senior, I wasn't allowed to get engaged in college. It was like, girl, get a degree. And then we could talk. So I graduated in May, and then Ben and I got engaged in June. It was. I know it sounds. It was four years. I was like, bitch, I'm ready. Like, let's go. Like, I knew, like, from day one that Ben was love my life. It took him, I want to say, like, three months to know that I was the love of his life. But it's okay. Some people, you know, we're all on our different journeys. We all have our own process.
Jay Shetty
I'm you and my wife's Ben.
Claudia Oshry
Yeah. No, I. I try not to, like, hold resentment. I'm like, I remember that time you didn't think I was so cute. You don't like me. I don't know. I just. I just knew. And it's so crazy because we met when I'm 18. I'm 30 now, so there is a huge part of my life where Ben isn't a factor, but I don't even remember. It's, like, before Ben and after Ben. Like, I don't remember. It's weird. If I'll, like, tell him a story and he wasn't there, I'm like, ew. Where were you? Like, you. I actually feel like we're related. And we might be, but, like, whatever. I. It's the craziest thing. I can't really explain how I knew, but I think when I. When we first met, I was, like, so excited to have a boyfriend. Cause, like, I loved watching movies growing up. I'm like, oh, my God. I'm literally Cher from Clueless. I finally have a boyfriend, and I was so obsessed with the idea of having a Boyfriend. And, like, the fact that there was this person who wanted to spend time with me, and I was so excited about it. And then, like, I. I feel like our relationship, we really grew up together, so the longer we were together and the more time we would spend, it was, like, becoming abundantly clear, like, we really had the same values, and we really are the same person. And it's so funny because Ben is so funny, but he's married to me, so it's like, good luck. And I would say if he had married anyone else, he would be the funniest guy in every room. But people say to me, people have known Ben for, like, three years. Like, by the way, Ben's funny. I'm like, no, I know, but he can't get a word in with me. He's just the best. And I honestly. I know it sounds so crazy to have gotten married so young. And when we were getting married, I grew up in a modern Orthodox Jewish community, so it really wasn't that crazy. Most of my friends had been married around the same age as me. But when I would meet, like, people, you know, regular secular folk, they would think it was so crazy. And I remember, like, being offended when people would say that. I'm like, you don't know me and Ben. You don't know. But let me tell you something. The older I've gotten, the more I learned. Like, we were crazy. Yeah, we've changed so much, you know? And when people say, like, not to get married young, like, they're right for that. They're saying it for a reason. I think that the way it worked out for me and Ben is really not how it works out for most people, because I'm so different. Oh, my God. I used to be so annoying, if you can imagine it. Like, I was just such a different person, and so was Ben, you know, I was, like, very insecure, and, I don't know, I just was weird. And I. And I grew up, I think, into a person that's amazing. But I grew up to be somebody a little different. And it's possible that I had grown. That I would have grown into somebody that Ben didn't like. And it's possible that Ben would have grown into. He was 21, that he would have grown into somebody that I wasn't particularly into. But we really made a conscious choice to, like, grow up together. So I understand why people said that, and they were probably right for that. But we're different. Sorry. We just are. We are.
Jay Shetty
No, I think that's a really fair point. And I think Even Radhi was 25 when we got married. I was 28. And even that is somewhat. It's still, you know, it's still younger. And it's like, it's the same for us. Like, we were sure, you know, it worked out for us, but. But I would say I knew myself very well. Radhi knew herself enough at the time. She's definitely grown. I've kind of stayed the same. And so there is a sense of, like, sometimes you get lucky and you're fortunate and you're blessed, and it's beautiful. And sometimes it can be really hard, of course, and crazy. And I think what I'm hearing from you is just like, it's not an issue if. Whether you're the rule or the exception or whichever one you think you are, the point is just be thoughtful about it because you don't want to rush into something too young.
Claudia Oshry
Yeah. I also think Ben's a really patient person. And I definitely did not know who I was, literally, until, I would say, a year or two ago. And I think I led with that, like, sort of insecurity. And he was very patient with me, and he was still, like, dealing and growing with his own thing. But I don't know if in those early years, if I was, like, the best version of myself. And I think that he really saw in me who, like my potential and was very measured and really patient. So it takes two people to tango, and he definitely is, like, the kinder, patient one in the relationship. And I'm a little bit more, like, rough around the edges, if you can imagine. And he. I would attribute a lot of our marital success to him.
Jay Shetty
I love how much you love Ben.
Claudia Oshry
He's the best.
Jay Shetty
Yeah. It's amazing. I can't wait to meet him.
Claudia Oshry
Oh, my God. You've never met him. He's downstairs, obviously on a call. Like, let me tell you, my husband is always on a call. I don't know who the hell he's talking to. Literally, this morning, he doesn't answer the phone for 40 minutes. I'm like, where are you? He's like, I'm walking the dog. I'm on a call. Who the hell are you talking to? I can't.
Jay Shetty
No. It's lovely to see how much you love him. Like, it's really beautiful.
Claudia Oshry
Thank you. I will say, like, one other reason why you shouldn't get married young is I have have oddly, made so many lifelong friends much later in life, and these people weren't even at my wedding. It's the Weirdest thing. Like, and some of these at my wedding, like, girl, I don't know, you get out of here. And they're, like, in my pictures. And also, I wish I had waited because, like, if I had been on Ozempic at my wedding photos, I would have been a lot happier with the end results of the pictures. But that's my fault. That's my fault.
Jay Shetty
No, I could so relate to that. I'm. I'm at that. I'm at that stage where I've got a friend, a lot of friends who are older than me, and they all love renewing their vows right now.
Claudia Oshry
Right.
Jay Shetty
And they literally were like, jay, you weren't at my wedding, but I love that you're here. How weird, because friends change so much from when you get married.
Claudia Oshry
So much. And I feel like there's a point in your life where, like, you. You have made all of your friends. And 21 was not that for me at all.
Jay Shetty
Yeah, because you haven't. You haven't worked enough, you haven't lived enough.
Claudia Oshry
And so many of my, like, best lifelong friends are people I've met through work.
Jay Shetty
How's that? How does that work?
Claudia Oshry
I. My, my. Some of my best friends, like Brian and Taylor, like, I met. They were guests on our show. You meet a lot of people and, like, you know the reputation of podcasters, content creators, influencers, like, is what it is for a reason. Like, some of them are insufferable, but some of them are just, like the most fabulous people you'll ever meet in your entire life. And that's my friends Brian and Taylor. And they were not at my wedding. And sometimes I'll think about that and I'll be like, I should have waited.
Jay Shetty
Yeah.
Claudia Oshry
I should have listened to everybody.
Jay Shetty
Well, you can renew your vase.
Claudia Oshry
I know, but, you know, they do say that's a curse. I don't know if that's just for the Real Housewives, but every Real Housewife who has ever renewed her vows ended up divorced.
Jay Shetty
Really?
Claudia Oshry
Just a fun fact.
Jay Shetty
That's a fact.
Claudia Oshry
Yeah.
Jay Shetty
Wow.
Claudia Oshry
So you don't have to fact, but.
Jay Shetty
It'S like you don't plan on.
Claudia Oshry
I don't plan on renewing my vows. Also, I feel like vow renewal is like an inherently non Jewish thing. Like, Jewish people don't renew their vows. Like, I don't know a Jewish, single Jewish person that's renewed her vows.
Jay Shetty
Oh, interesting.
Claudia Oshry
Yeah. I don't know if it's, like, in the Bible or anything. I just feel like it's not culturally Jewish.
Jay Shetty
Interesting. Got it. Okay. Understood. Understood. Yeah, it's. I guess. Yeah. I. I've. I'm always trying to convince Radi that I want to do it, and she's like, yeah, of course you want another wedding, because you didn't plan the last one.
Claudia Oshry
Oh, once. I'm so with her on that. Although the only reason I would do it was to. Would be, like, to get new pictures because I was, like, so ugly at my wedding. It's kind of like, one of my biggest regrets.
Jay Shetty
I think Radi would do it for new pictures because she wants. Even though she looked absolutely gorgeous, she's still.
Claudia Oshry
She's evolved.
Jay Shetty
Yeah.
Claudia Oshry
Yeah. She wants to change it up, but I guess they are. It's a time capsule, you know, It's a moment in time. Not a moment I want to remember.
Jay Shetty
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Claudia Oshry
I generally just lead with what I'm comfortable with. Like, if I wouldn't be ashamed to tell the person next to me on the train, then. And I. I don't really feel shame about a lot of things. I feel like maybe that's something I could and should work on. But no, the. I would say The Ozempic thing is, like, the one thing I really had to push myself to share. But for the most part, I share one. What's comfortable. And I'm just. I'm an open person. I think that some people find that inconceivable, but I just am.
Jay Shetty
So it's easy for you. But you were saying earlier that there's. There's times when you're like, oh, this could be judged. This could, you know, like, this could be misconstrued. And so. And I think that's a really valid point. I appreciate you being so honest about it. That's why I'm raising it, because I think at one point, we were in this phase where we're like, vulnerability means you share everything with everyone. And I don't subscribe to that definition of vulnerability. I think vulnerability is actually. I know why I'm sharing it with this person, and I feel safe to share it there. And so I think that society's had to evolve. And then you also see performative vulnerability, where people are, like, literally telling a vulnerable story only because you think you.
Claudia Oshry
Get rewarded for it.
Jay Shetty
Totally. Exactly. Which then ruins the purpose of vulnerability, because then it's not vulnerable. So it's like this messy space where I'm trying to. I'm constantly reflecting on, like, what's truly vulnerable, how comfortable do I feel about it? What does that mean?
Claudia Oshry
Yeah, I guess then, like, I wouldn't categorize myself as a particularly vulnerable person, because when I share things, even things that are deeply personal, I don't feel like it's a big deal. Do you know what I mean? I'm just an op. That's just how I am. So I would feel weirder not telling people things. Like, even when I was trying to conceive with Ben, I do a podcast every day, and I'm always talking about what's going on in my life and my marriage, and it was this huge part that I wasn't sharing, and it felt so deceitful, was so foreign to me because I'm so used to saying, yeah, last night I did X, Y, and Z, and my color, my underwear is purple. Like, I'm such a sharer that actually not sharing is what makes me uncomfortable.
Jay Shetty
Yeah. And why did you not share that? What was that?
Claudia Oshry
You know what? It's. It's like a Jewish superstition thing.
Jay Shetty
Like, shame in our culture. Indian culture has that.
Claudia Oshry
It felt private.
Jay Shetty
Yeah.
Claudia Oshry
You know?
Jay Shetty
Yeah, yeah. No, no. I. I think Indian culture and Jewish.
Claudia Oshry
Culture are very similar.
Jay Shetty
Has a lot in common. And, yeah, there's definitely. There are definitely certain things that you don't share, and you don't want to open up too much about. You wait till they're taken care of.
Claudia Oshry
Exactly.
Jay Shetty
Yeah. No, no, I respect that, and I get that. I think it's. I think it's healthy for people to, you know, find. I. I just. I just want to encourage people to think about, you know, whether they're a public figure or not. Who you share what with is so important. And just don't. Don't fall into the trap of, oh, everyone's being vulnerable. That's what it means to, you know.
Claudia Oshry
Yeah. Well, I think that's like a byproduct of the Internet is like, nobody really keeps anything to themselves anymore. And. And I think what started out as, like, a genuinely, like, good initiative to, like, open up about things is now, like, we're all sharing. We all know a little too much about each other, you know?
Jay Shetty
That's how I feel.
Claudia Oshry
Let's pull back.
Jay Shetty
Yeah. Sometimes I watch something. I'm like, wish you didn't tell us that. Like, I don't think there was a need for us.
Claudia Oshry
Even myself, like, today on the podcast, I was like, I gotta go. I gotta poop. And it's like, why would I say that and just say it again. Do you know what I mean?
Jay Shetty
Yeah, yeah, yeah. And also, one thing's really interesting to me. I had a friend. I was at a friend's birthday last month, and he said to me, he was like, jay, like, I know. It's like, you never post what we're doing personally and privately. And. And I said to him, I said, it's because I'm really lucky. I think my. My public life's amazing, but my private life's better than my public life. And I imagine a world in which I'm sitting in an old rocking chair talking to my grandkids and talking to family and sharing these stories that no one knows anything about.
Claudia Oshry
Yeah.
Jay Shetty
And there's something about that feels really sacred and special to me, and I really want that, because I remember years ago, sitting with someone, and I'm not even family or close with him, but I remember sitting on a beach with him, and he was an older man. I was in my late 20s. He was probably in his late 60s, and he just had so many life stories to share, and he wasn't famous, he wasn't well known, and he just had all these cool stories that I was like, no one's gonna know these.
Claudia Oshry
Yeah.
Jay Shetty
But he gets to live them. Every day. And there was something about that. I was like, I want to have memories that are only mine.
Claudia Oshry
Yeah.
Jay Shetty
Like, that was important to me.
Claudia Oshry
I think that that that's something I learn as I get older, but it also makes it complicated when sharing is your life. And I feel like there used to be a time when I would literally be sharing a piece of content. Every 30 minutes. I would have a cocktail and post, which is, like, so dangerous and stupid. But what was the craziest.
Jay Shetty
Okay.
Claudia Oshry
Oh, my God. I used to be, like, Blackout in a drive through at Whataburger in Texas. Like, Blackout ordering, like, a crispy chicken biscuit. Like, whatever. Like, and it was just. I looked so scary and I had ketchup all over my face. Like. And I think that's why people, you know, that's why I have a lot of the following that I do. They loved that life, but that's not my life anymore. And it occurred to me, like, several years ago that I didn't have to share every thought that I have. One, it was getting me in trouble. And two, like, yeah, some things can just be, like, thoughts or memories or things that you keep to yourself. And so I do feel like my strategy has shifted. But it's tough when that's also how you make a living.
Jay Shetty
Yeah.
Claudia Oshry
You know.
Jay Shetty
Yeah, yeah, yeah. That's. Yeah. So how do you balance that?
Claudia Oshry
I'm working on it.
Jay Shetty
Yeah. It's hard.
Claudia Oshry
It is hard. I think that I've gotten much better. And I look at it a lot. Like, this is my job. We're putting out content, like, for the job. But it doesn't have to be, like, the most authentic, 100%, 360 degree view of my life. Like, I can have things for myself.
Jay Shetty
That's. It's good to know you're working on it. That's the point. Right. So none of us have figured it out.
Claudia Oshry
No. If I went to, like, an Instagram story from 2019, I would die. I would die. I was out of control. Like, I just used to say so many things like, stop talking. Okay, Stop. Like, not everything needs to be shared.
Jay Shetty
One thing I want to dive into with you. We've talked about Ozempic, we've talked about pregnancy, we've talked about marriage, and of course, we can keep talking about those. But I think what often happens with someone like yourself, and I'm projecting because I feel this happens to me sometimes, but I'm projecting this idea that people don't see the hard work from a business perspective, the strategy perspective, the sleepless nights, the growth. Like, you've built something incredible.
Claudia Oshry
Thank you.
Jay Shetty
And it's shadowed, not in a bad way, but it's overshadowed by this amazing Persona that you have and your charisma and your aura and everything else. Right. It's like, it's. That's what we're watching, and that's what we're captivated by. But there's a really thoughtful business person behind it who's. And I don't mean that from a. Oh, you're just figuring out how to build a business.
Claudia Oshry
No, I know what you mean.
Jay Shetty
Yeah. I mean it from, like, you've figured out how to turn a Tumblr page into, you know, a business. Yeah, exactly. Which is really amazing. And I think so many people today want to do that.
Claudia Oshry
Right.
Jay Shetty
So I wanted to kind of go back to the start and ask you, like, what did you want to be before Girl with no Job?
Claudia Oshry
That's a great question. I almost, like, didn't have time to figure it out. So I started this Tumblr in freshman year of college, which is when people figure out what they want to do. And it very soon, slowly, but also quickly, like, became something I was making money off of. So much so by the time I graduated, I was making, like, sponsored Instagram posts for a fee that would have been my salary if I ended up with, like, a job in media. And at the time, like, content creation was not a job. So when I made the decision, it just made no sense, like, to sit at a desk and earn a living that was comparatively small to what I was pulling from my Instagram. But people were just like, they couldn't believe it. And they're like, it's not gonna last forever. It's not. And I'm like, maybe, but maybe. What if I just ran with it and it was really, like, inconceivable to people that I was not getting a job post grad, and that I would be, like, on my phone. And I understand why, because right after that, I was making a really good living, but I was doing nothing. Like, I was home all day and I was watching a lot of tv and I was, like, recapping it and writing funny blog posts, and I was making money, but I was not doing anything. Like, I had no structure to my day. I did not set an alarm, and. And it was lovely, but it was not fulfilling. And I knew that it wasn't a sustainable way. And that's why when we started the podcast, I loved it so much for a million different reasons, but it gave me Structure. It gave me a day. And now even to this day, I very much operate like a Monday to Friday, 9 to 5. I work 40 hours a week like every other American. And I think some people run from that sort of convention, but when you didn't have it, it was like kind of horrible. So I craved that sort of structured stability. Like, seriously, if you're looking to answer an email for me after 5 o'clock, I'm not answering. I have Boundari and I love that my life kind of mirrors that conventional work life. But that was a goal that Jackie and I like set. Because this line of work, while, yes, it can be very lucrative, it is kind of nuts and it can be a little unstable. You have a month where you get a ton of work and a month where you don't get. So it was fun for a girl who was 21, but I knew it wasn't going to be like a sustainable way to live. But the funny thing is that I think there's like a large misconception that like I work an hour a day. People are always saying that to me. Like it's like when you say someone from SNL works an hour a week. Like, well, no, you see them an hour a week. You see me one hour a day on the show. But there's so much that goes into running a show of that size. And also it's not the only thing that I do. I'm not bothered so much that people think I don't work, like, whatever, you know, like, sorry, you're dumb. You don't know how the industry works. Like, bitch, I work hard. Okay.
Jay Shetty
Have you ever had a real job?
Claudia Oshry
Oh my God. Okay. So yes, like in the sense that throughout high school and like summers in high school, I was a camp counselor. I worked at a toy store by the. When I went to college. All through four years of college, I worked. I had an internship. Like a paid five day a week internship at a media company. It was an internship but it was structured like a corporate job. So yes, I did work in a corporate office for four years. Never like full, full time because I was part time student and I probably would have worked at that media company post grad if I didn't decide to become a full time content creator. So like, yes and no.
Jay Shetty
Yeah. What did you learn from the toy store? The internship that you working at a.
Claudia Oshry
Toy store was not for me. Like, seriously, gift. Gift wrapping is hell on earth. I still can't do it. And honestly, when anybody asked me to wrap a gift, I actually have trauma from that fucking store.
Jay Shetty
Really?
Claudia Oshry
Yeah, it was horrible. Like that stupid gift wrapping section. Like no matter how many times somebody showed me how to do it, like I could not fucking do it.
Jay Shetty
Here I am trying to make this amazing point that you learned all these amazing.
Claudia Oshry
Just now I was trying to put.
Jay Shetty
Forward this idea that maybe you picked up all these really cool skills that help you in your career today.
Claudia Oshry
But actually I will say, like working at a Toy Story, like having to talk to strangers like who you don't know and like pretend like you know what you're talking about. That builds character. That builds actually like a great personable vibe in the corporate space. I don't feel like I learned much, honestly. I, I liked the free lunch. Like it was amazing. It was one of those big companies that gives you free lunch and there were snacks everywhere, like free snacks. I was always eating goldfish and M and Ms. And I liked, I don't know. Actually my sisters worked at the same. Was this huge company with like different media companies within it. So they all worked at different companies. So we all would have lunch together. I have very fond memories of that time. And I think it's a good corporate, like media especially. That's like a lot of women. It's, it's a good environment to learn how to talk to people, learn how to deal with like workplace antics and people's personalities. And sometimes I do miss like, I think there's a lot of stability that comes with a corporate job. Especially when you're thinking about like motherhood. I mean some of these bitches over here with their six months paid maternity leave, like that is a joy. And their corporate health insurance. There are a lot of things about like what people consider a boring corporate life that actually is somebody without a lot of, like, without a lot of that I'm very envious of. Especially when I'm like entering this phase of my life. Like me and my husband both have our own companies. Like we don't have maternity leave. We leave and the company suffers. Do you know what I mean? There's no built in. We have our own two person health insurance. It's expensive and it sucks. Okay, like people. There is a little bit of that privilege from the corporate life. And I know people who are in corporate would look at someone like me and be like, oh, I always wanted to be my own boss. And it's great, great. But you know, there's no insurance.
Jay Shetty
Yeah, there's pros and cons.
Claudia Oshry
Either way there is 100% and I feel like I'M only, as I get older, appreciating the pros of that sort of what people would say, more stereotypically boring life.
Jay Shetty
Yeah. And I think that stigma needs to go as well. I think that there was this whole cultural shift towards entrepreneurship. Quit your job, build your passion. And it's like, I don't think either is for everyone. And I think we've kind of made.
Claudia Oshry
Like, we've put more value on the ladder, the entrepreneurship.
Jay Shetty
Correct.
Claudia Oshry
But to be clear, I feel like we did people a disservice when we did that, because there is something lovely about a boring job that doesn't keep you up all night, that you can set boundaries with, that pays, that makes. That pays your bills, and you don't owe any. You don't overrun the company. If things are going south, that's literally not my problem. Like, there is a piece in that.
Jay Shetty
Yeah.
Claudia Oshry
Now you don't have as much creative control. Who cares?
Jay Shetty
Yeah. And also, just, like, I think about this very often. Like, I couldn't do anything without my team. My team are all employed.
Claudia Oshry
Right.
Jay Shetty
Like, and it's like, I couldn't last without them. So.
Claudia Oshry
So isn't that, like, one of the best parts, though?
Jay Shetty
It's amazing.
Claudia Oshry
Being a business owner is like, other people making their living from you.
Jay Shetty
I love it. It's the best feeling in the world.
Claudia Oshry
It's the craziest feeling.
Jay Shetty
Yeah. It's the most fulfilling feeling. And I know I couldn't do anything without them, which is why I value. I'm like, are we gonna push entrepreneurship, you know, up the hill? But it's like, what would we do without our amazing team members? Like, I know I wouldn't survive. My chief of staff was, like, unwell for, like, a week. And I was just like. I was like, I don't know what to do.
Claudia Oshry
Right. You're like, that toxic. Like, hustle culture, entrepreneurs, I'm not a fan of.
Jay Shetty
Yeah. And. But was there ever a time you had to do it? Was there ever time you did have to work 247 before when.
Claudia Oshry
When things started to really blow up for me, but it wasn't this, like, standardized economy like it is now. Like, there's a formula. You blow up on Instagram, you get an agent, you get a manager, you get a rate card, you get a media kit? Like, no, that was, like, not the case for me. So when things started to work really quickly, I was doing all my own deals. I did not have a publicist, I did not have a manager. I did not have an agent. I Didn't have an assistant. It was literally just me. And it was manageable because it was my full time job. But I don't know shit about fuck. Like I'm literally 17. Like, somebody help. So I was just kind of making it up as I went. And I think people really underestimated me because I was advocating on my own behalf. I was 18, I'm much better now. But I used to have like a really thick Long island accent. And I was just like every other word out of my mouth is like and totally. And it's not necessarily giving you, you know, businesswoman. So I would get underestimated a lot. And. And it was a unique time. Now the girlies and boys, but mostly girlies who end up doing what I do now, it's kind of all set up for them. But at the time it wasn't a thing. People like a brand would reach out and based on if it was a brand I heard of. One of the first brands I ever worked with was Burger King. And they're like, how much would you want to. And I was like $1,000. And they were like, okay. And I was like, bitch, a thousand dollars. I bought a purse. I was like. And then I forgot like I had to pay taxes, but whatever. And that's another thing, by the way, way when you do this line of work and nobody teaches you how to do your taxes. Not me. Getting a bill from the government like in 2018 for like $100,000 and unpaid taxes. Yeah. And my biggest fear is going to jail. But yeah, that's another thing they don't tell you and nobody teaches you. You kind of just have to learn along the way. Now I feel like it's pretty set up where if you join this line of work there are certain business managers and accounts who know how to do this. But at the time when I was getting started it was like, girl, you're on your own. Good luck. Hi, this is Jenny Garth from I Do part two. Who do you know on Ozempic or Semaglutide right now? Everyone right these game changing. Weight loss meds are everywhere and FutureHealth makes it easy to get started. Find out if weight loss meds are right for you in just three minutes@tryfh.com FutureHealth is not a healthcare services provider. Meds are prescribed at providers discretion. Results may vary. Sponsored by Future Health. Okay, ladies, when I said we came to play, didn't I mean it? This Disney cruise got me feeling like a queen. We can get massages at Sense's spa. Have a meet and greet with Black Panther. Oh, I love him. And I can't wait to sunbathe on the private island. And the kids will be fine. Girl, they're good. Exactly. While they hang in the kids club with Mickey Mouse, we can do our thing and do it well all day. Disney Cruise Line is where we came to play.
Jay Shetty
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Claudia Oshry
No. No. If only I was that interesting. Like, when I was a senior in high school, I went to go visit my sister Jackie at college, and it was a flight, so I. I packed up my things. I didn't have a. So I grew up in Manhattan, so I didn't have a license at the time, which used to make traveling really hard because I didn't have any form of identification. I used to give them my high school id. They're like, this is not legally admissible. So I'd be like, I don't have a license. Sorry. I'm literally 17, and I don't have a driver. I don't have a driver's license. And for some reason, they pulled my bag and they were going through my wallet, and they found my fake id, and they were like, I thought you didn't have. Now. Now I realize they were, like, doing this to scare me, but at the time, I thought I was really going to jail. They brought a cop out. She wants to call my parents.
Jay Shetty
Oh, my gosh.
Claudia Oshry
She's swiping my hand. You know, when you ever get like that. And they're like, you tested positive for explosives. I'm like, what are you talking about? I'm literally a high school student.
Jay Shetty
Wait, how do you test positive for explosives?
Claudia Oshry
I don't know. I mean, I had gotten a manicure, so I imagine there was, like, some chemicals on my hands, but, like, it was. So they were really trying to scare me. And this police officer was like, listen, I think you're a good kid. I'm gonna let you go. And I ran for my fucking life. I was so afraid. But I was never. I didn't break the law. I didn't say that this was my idea. It could have been my cousin Sandra. Like, it was the scared. Most scared I've ever been in my life and probably the closest I've ever gotten to going to jail, which is, like, not that close.
Jay Shetty
Still, it was scary.
Claudia Oshry
It was scary. And let it be a lesson to any of the miners listening. Like, put your fake ID in your checked bag.
Jay Shetty
Got it?
Claudia Oshry
Yeah.
Jay Shetty
Put your fake ID in the. Check back.
Claudia Oshry
Don't say I never taught you anything.
Jay Shetty
What advice would you have? Like you were saying, like, it seems like. And I agree with you, there is more set up. We kind of. Yeah, I think our careers actually. We didn't know each other then, but they took off around the same time. Mine was 2016 as well. I was a lot older. I was 28.
Claudia Oshry
Okay.
Jay Shetty
Yeah, 27, 28.
Claudia Oshry
So you had, like, a pretty good idea of the world to some degree.
Jay Shetty
For sure. I mean, I never knew a person. I'd never known anyone who'd worked in entertainment.
Claudia Oshry
Right.
Jay Shetty
Anyone who'd worked in media, anyone who'd done outside anything outside of London. So it was a whole new world for me completely. But you're right, there are more systems today than there were then. What advice would you have for people who are at the age you were when you first. First blew up? Like, 17, 18 years old. Because that's happening more and more now. Yeah, you were more of an anomaly.
Claudia Oshry
Yes.
Jay Shetty
That's becoming.
Claudia Oshry
Now I'm old in the space. Yeah. I have two. A really hardcore piece. Yeah. I mean, you're ancient.
Jay Shetty
Sorry.
Claudia Oshry
I have two extremely important pieces of advice if you find yourself wanting to get into this line of work. Like, I don't care who you are, where you're from, what you've done, delete all your old social media posts. Like, none of it is going to age well. It's gonna come back to bite you in the ass and it's gonna ruin your life. Like, if I had to go through what I went through. Like, everybody found my old tweets and they were like, oh, my God, she's crazy. Delete your tweets. I can't believe people are still having their tweets. Girl. Delete your tweets. Like, stop. That's the first. Second of all is every dollar you make put 50 cents in an savings account for your taxes, because that's depending on where you live. Like, that's what it is. It's half. And the good thing is sometimes you save too much and then you get a little left over. But just know if somebody pays you a hundred dollars, you got 50.
Jay Shetty
Yeah. Very pragmatic advice.
Claudia Oshry
Well, the taxes have ruined my life.
Jay Shetty
Like, oh, tell me about it.
Claudia Oshry
When, when before I had a business manager trying to do my own taxes with, like, an old school accountant who, like, I think I got from, like, a family member. They had no idea what I did for a living. And so I was underpaying, I was underreporting. I was not getting any, like 1099 from the brands that I work with. It was such a mess. It was the wild, wild west. So much so that years later I got that huge bill and it was like the worst thing to ever happen to me. I almost had to go on a payment plan with the government. Like, it was so crazy. And I think that happens a lot in entertainment, especially this, like, new wave of social media entertainers. So finding a, an accountant, a business manager, or teaching yourself, that's fine, but as long as you're putting away half of what you make for taxes, like, you're safe.
Jay Shetty
Yeah. Don't you think it's incredible how much you've learned, Learned in the last eight years?
Claudia Oshry
Yes. Sometimes I go back and, like, read my old emails of, like, me, like, talking to people, and I'm like, girl, that's the worst email ever. But it's like, so cool to see how different I speak now and how I'm, I think, a lot smarter and able to advocate on my own behalf. And. And the little girl sending those emails from her couch, like, that's who I am.
Jay Shetty
Yeah, that's big. Did you ever pretend to be own manager?
Claudia Oshry
A thousand percent.
Jay Shetty
What was the name?
Claudia Oshry
Rebecca. I was always pretending to be my own assistant. Like, trying to get dinner reservations, trying to set up calls. Claudia's available. Meanwhile, it's like, liter me.
Jay Shetty
And it worked.
Claudia Oshry
100% it worked.
Jay Shetty
Do they negotiate on your behalf sometimes?
Claudia Oshry
Well, I actually was always negotiating on my own behalf. And I. Because I always Found that like so many of the girls who worked at media companies, worked at agencies. These account managers were followers of mine, were listeners to the toast. And that's always worked on my own behalf, actually. I think like a huge demographic of my following is media girls, girls who, who work at brands, who work at agencies. And so it's always kind of benefited me to lead with me because they're excited to work and they want to make it work. And look, it's turdy on the other line.
Jay Shetty
If someone wants to the next year and start the toast and you know.
Claudia Oshry
Start their version, don't everybody's sad. The toast is enough.
Jay Shetty
What advice would you have for someone who's listening to you, watching you, going, I want to build that. I want to create that. Where, where should they start? What should they think about?
Claudia Oshry
Well, I would just get started. I think a lot of people are always talking about, they're like making strategy plans and outlines for projects. Just get the project up and running. You can record a podcast on your phone. The voice memo app actually is very high quality audio. It's good enough for a starting podcast. Then you can start to make money. Invest in the. Sure. Microphones that everybody has. But before then, like, just get started. People are always like throwing launch parties for things that don't exist yet. Like, just get to work. Do it.
Jay Shetty
Yeah. Don't, don't overthink it.
Claudia Oshry
No. And it's also like, it's a podcast. Okay. It's not like the nuclear program. It's just, just talk.
Jay Shetty
What's the nuclear program?
Claudia Oshry
I don't know. I don't know. I was trying to sound smart. I couldn't think of anything.
Jay Shetty
No, I love it. I. I couldn't agree with you more as well. I think there's just such a. I feel like we're all stifling ourselves by procrastinating.
Claudia Oshry
We're afraid of being judged. Right. We want to put something out that's perfect. But it's. You don't get far without people making fun of you. Like, I'm sure my old posts used to get sent around my high school. Like, oh my God, look what Claudia is doing. Cringe, cringe, cringe. Well, it's not so cringe anymore. Like, girl, because I'm successful and you're not, but you have. That's just part. If you, if you can't take being mocked. Like, I wish that weren't the case because people are cruel and it is what it is. And think about how you talk to your friends about people on social media, someone's going to talk about you like that, and you have to be okay with that.
Jay Shetty
Yeah. Did you lose any friends along the way?
Claudia Oshry
No, actually, I've always been really good. I've never been that girl with, like, a thousand friends. I've always had, like, five really good friends, and they're the same friends.
Jay Shetty
Love that.
Claudia Oshry
I love that, too. There. I've, like, the best friends. But, you know, you do notice people treating you differently, like, peripherally. And whenever anybody, like, started being extra nice or whatever, I always accepted it. Like, sure, you want me to come to your Hamptons house? I'll be there. But, you know, you got to keep note of people who only started acting that way at a certain time in your life.
Jay Shetty
Yeah, yeah, yeah, you have. Yeah, there is definitely that switch. And. And yeah, I'm the same as you. I have all my same friends from back in the day. I can't wait. I literally fly to London tonight to see everyone. Looking forward to just. Yeah, just catching up, kicking it. And it's. It's one of those things that I feel so fortunate that I had such a good group of friends right before everything took off. You must feel that with Ben, too, because it was around the same time.
Claudia Oshry
So I was like, yeah, I guess I met Ben freshman year. And freshman year is also when I started my blog. I don't think it really took off till a year later, but he's been there since the very best beginning.
Jay Shetty
Yeah. How. How. How much do you think that that's a good question?
Claudia Oshry
Well, I often, like, thank the Lord that I don't have to date at all, period. Because I think dating in this day and age is horrible. But also, like, with my weird job, like, I think it would just. I wouldn't even know how to explain it to people. And, like, I would just feel so, like, awkward and embarrassed. So I'm, like, grateful for that. But again, I think having this really stable force in my life in Ben, when it came to. When it came to, like, you know, how I felt about myself, how I felt about my job. Like, I think stability is so beneficial when you're trying to build a business and, like, having someone to come home to and having a very stable personal life life, I think it allowed me to be a little nutty in different areas of my life, like, my job, because I didn't have to worry that I was going to come home and it would be chaos. Like, Ben was always there. Just. How was your day?
Jay Shetty
Yeah, I think that's what it is. You just hit the nail on the head. I think there's certain stages in life where you go, if I decide this, it now no longer takes up any space. I felt that way about getting married. I felt that way about deciding which city we were going to live in. Because when we first moved to the States, we lived in New York for two years. Then we moved to la. We've been there for six years. Years. When we decided we were living in LA and we got our place, it was like another thing.
Claudia Oshry
Settled.
Jay Shetty
There was a settled. That freed up space. And I think we're currently living at a time where we struggle to make decisions.
Claudia Oshry
Yes.
Jay Shetty
Because we don't want to kind of, you know, put our roots down, but actually that creates more chaos in our.
Claudia Oshry
Lives, a thousand percent. And I think we also live in a culture that values that sort of like, wanderlust. So I live in my car and I don't care. I don't have a job. Job. Well, I like a little bit structure, a little bit boring, a little bit settled. I think that's me getting older. But I also think it's just, like, there's value in also leading a very sort of ordinary. That's one of my sister's favorite quotes. I forget. It's like, you know, being ordinary in your personal life so you can be violent in your creative or artistic life, because it's like you can't have a million balls in the air at one time. But so to have a very. I don't want to say regular, because I feel like that has a negative connotation, but, like a very peaceful, very settled private life, it really does allow you to, you know, for me, it's my work. For anyone, it could be something else just to, like, I don't know, fuck shit up, you know, What's.
Jay Shetty
What's the hardest part about working with family and what's there?
Claudia Oshry
Is it one really? Yeah, I know, and I'm unique in that. Yeah. I think some people have different family issues. I could never. I mean, look at how many female podcasting duos that. It's. Every day we're talking about another one breaking up. Me and Jackie will be podcasting to the day that we die. Like, we are bound by blood. She's the only person I can really talk to, honestly. Like, I think a lot of people think I'm very confrontational because I'm loud and, like, a little aggressive, but actually, like, if I have a problem with you, I'll just start crying. Like, I cannot talk to people except my Sister. I could say whatever I want, and it just. Like, I don't have a single complaint about working with family.
Jay Shetty
That's amazing.
Claudia Oshry
Yeah, I know. I know.
Jay Shetty
I love that.
Claudia Oshry
Me too. To some people. They're, like, so confused by it. For me, I wouldn't have it any other.
Jay Shetty
Yeah, no, I love that for you. I'm glad. I mean, it's. It's the best thing when it works.
Claudia Oshry
Yes, yes. And I know I'm special and lucky that it does work.
Jay Shetty
How has your relationship had to change? Like, what's it meant to keep that up? Like, what have you had to do in order to have a sister relationship and a business partner relationship? Because. Or are all your conversations always about the podcast?
Claudia Oshry
Yeah, I mean, it's so intertwined. But interestingly enough, when Jackie and I were growing up, we're four sisters total, from top to bottom. Like. Like, there's six years between us, so we're all really tight. And we were all really tight growing up. You know, there were different dynamics as we got older. Like, in the beginning, it was always the two older sisters and the two younger sisters. Me and Margo, like, we were just sort of divided by age, and Olivia and Jackie would, like, leave us out, and me and Margo were just, like, sharing a room. So we were like, okay, whatever. I guess it's just us. And then as we got older, my interest started to align a lot more with Olivia's. And then Jackie and Margo became, like, really similar and really close to the dynamics of it. We shifted, but the dynamics when we were kids were never. Jackie and I, we actually probably got along the least. We did fight. We didn't hate each other. Other. We just were not drawn to one another. So I would say we were probably the least close out of all four. Not that we had issues, but we were just not. I don't think we understood each other. Jackie's very reserved. Jackie's very quiet, but not shy. Quiet me, I'm spreading my legs for everybody. I'm like, what's up? Who you want to talk to? Let's go here, let's go there. So I think that I thought she was, like, you know, weird, and she thought I was weird. We didn't understand one another. And then when we started to work together, our differences ended up, you know, working in our favor. It made the conversations on the podcast more dynamic, and we just very naturally became so close through work. But also, we were talking all the.
Jay Shetty
Time, you know, so wait, when you're. When you're putting out an episode. How much of it have you Talked about before?
Claudia Oshry
0.
Jay Shetty
0. Literally 0.
Claudia Oshry
0. Every single episode is completely off the cuff.
Jay Shetty
Everything about it.
Claudia Oshry
We have like five topics that we need to hit every day, whatever the. The news of the day is, but everything else is completely off the cuff. Like, we've never once had a Converse. Sometimes. Sometimes we used to sit on FaceTime for like an hour before we would start recording to get set up, and we would just end up talking and we actually felt like it was ruining the show. She calls me at 10:30. We start recording at 10:31. Like, we do not. Because we don't want to waste any of the. It's. We. We'll never recreate a conversation that's so fake. Like, we just go for it.
Jay Shetty
That's amazing. So that way you're really catching up in that time too.
Claudia Oshry
Exactly.
Jay Shetty
Because you're avoiding talking the night before.
Claudia Oshry
Exactly.
Jay Shetty
You saying what you did.
Claudia Oshry
And she lives in a different state, so we have a lot to catch up on.
Jay Shetty
How. When did she move and when did you guys.
Claudia Oshry
She moved, I think 2021. And I was like, okay, it's the end of the show. Like, we'll. We'll do remote, but who the hell wants listen to remote podcasters? Like, it's so Covid and it sucks. And I knew that it was the beginning of the end and I was freaking a little bit. And let me tell you what's the best thing to ever happen to us. One, because of COVID we were forced to really invest in the tech, so there's actually no delay, there's no lag. A lot of people don't know that we live in separate states. So I think a lot of times people are shocked to find out that Jackie doesn't live in New York anymore, which makes me so happy. And two, a little bit of the distance physically has benefited us greatly because we're no longer on top of each other. And we get to, like you say, have these natural catch up conversations that we might not be having if she lived down the block for me, which she did for many years. So it's actually been the best thing to happen to the show. And I thought it was gonna be like the beginning of the end.
Jay Shetty
What makes you feel like when you've recorded a great episode, how do you.
Claudia Oshry
Oh my God. When we just laugh, laugh, laugh, laugh, laugh. Like sometimes we are just so silly that I don't even think we're speaking English anymore. It's just that sisterly thing where you really only act so Nuts with your sister. Those are the best episodes. Like, true belly laughs.
Jay Shetty
Yeah. And that is something you can only do with someone you know very, very well.
Claudia Oshry
Exactly.
Jay Shetty
And you guys call each other afterwards and like, oh, my God, you were so funny.
Claudia Oshry
That's a good question. No, actually, it's so routine to us.
Jay Shetty
Yeah. It's become.
Claudia Oshry
Yeah, that's kind of sad. We should be like, listen, that was so funny. Now we don't do that, but it kind of protects.
Jay Shetty
Why that hour is so good.
Claudia Oshry
Yes. Right.
Jay Shetty
Like, that's the point.
Claudia Oshry
Like, and we're not trying so hard. Like, we're just talking.
Jay Shetty
Yeah, yeah, that's. It's such a special skill. It's actually such a special talent.
Claudia Oshry
I agree that podcasting is a skill, and it's a talent because I think every. I mean, the running joke is like, you know, everybody has a podcast. Not everybody should, but there are a lot of failed podcasts. And I think that a lot of people think, like, yeah, I could talk for an hour a week. Well, I actually don't think you could. It is an art, especially with a co host, especially as an interviewer, when to talk, when to listen, when to stop. And so a lot of people don't possess that skill. And. And I appreciate you saying that, because it's definitely a skill. The same way, like, you know, any other job is a skill. Like, if you're a mathematician, you know, you. You need a certain set of skills, and podcasting definitely requires that, too.
Jay Shetty
Yeah. No, I just like to point it out, because I think we just. It is that I have so many friends who just, like, I remember when. When I first started creating content, and my friends are like, oh, we could do that. And then it was like, this whole journey where everyone realizes that it's different. And I think with you, because it's so natural and because it's so off the cuff, it can often be. You can kind of be like, oh, yeah, well, that's whatever. But it's like, no, no, no, There's. There's a real talent. There's a skill there. How much have you practiced over the years? Or was this who you were at school with your friends? Like, is this just who you've been? Where was the training? Where were the reps?
Claudia Oshry
It's. This is always who I've been. Like, very born this way, leading with, like. I've always loved attention. I've always loved to talk. I've always loved to make people laugh. But I do think that I have and rehearsed a little bit in recent years, Just knowing when to listen, that's always been my. That's the biggest critique people have of me on the show. And they're totally valid in that I never let my sister talk. I talk over people. I'm sure I've done it to you. I'm so sorry. Like, and I'm really trying. It's one of my worst skills, personally and professionally. I do it at a dinner party. It's so annoying. And like, when other people do it, I'm like, oh my God, she didn't shut up. And people are like, bitch, that's you. So I am working on that. I used to be much worse. So it's a work in progress. But it's important to know, like, your skills, but it's also important to know what you're not good at. And I know that I'm not good at knowing when it's my time to listen, like right now.
Jay Shetty
Have you ever measured how fast you talk?
Claudia Oshry
No, but I know it's insane and if you can believe it's insane. I used to talk so much and.
Jay Shetty
It'S funny because me and you, I'm at the opposite end. Like, I usually talk so slowly.
Claudia Oshry
Yeah, you're very measured.
Jay Shetty
Yeah, I notice it's so funny because when we're together, I'm just like, I'm speaking speeding up slightly. Just.
Claudia Oshry
I need you to listen to episodes of the toast from like 2019. I used to swallow full paragraphs. Like, I don't even know what I was saying. You think it's fast now? To me, this is me being so much better.
Jay Shetty
It's amazing.
Claudia Oshry
It used to be really bad.
Jay Shetty
It's amazing. Have you, you talked about they're like wanting attention. And I think anyone who's doing something publicly, naturally there is a part of them that enjoys the attention. Enjoys. I always say, like, I love when people come up to me on the street and say hello. I tell people in the podcast to say, hey, if you see me, come and say hello, I want to say hello to you. I, I really appreciate the feedback and the energy I get. I had a, I was walking a few years ago now, quite a while ago, with one of my clients who's a well known actor. He gets recognized 100 times for every one time I get recognized. So super well known and successful and like, he'd get stopped. I'd get stopped once. He'd get stopped multiple times. I'd get stopped once. And I asked him like, how does that feel? And he said, you know what he Goes, jay, you're really lucky. And I was like, why? And he said, you're lucky because people stop me for who I pretend to be, and people stop you for who you are. And I was like, wow. Like, that really stayed with me. Yeah, it really stayed with me. It was one of those.
Claudia Oshry
And you're not gonna tell us who it was?
Jay Shetty
No, I can't. But it was no fun. But it was. That's my private part.
Claudia Oshry
Of course. Of course you'll tell me after we stop recording.
Jay Shetty
Yeah. But that was one of my favorite moments. It stayed with me ever since that. And I'm like, wait a minute. And same with you. Like, people, when they're coming up to you and saying, the toast is amazing, or when I keep hearing, jay, we heard you on the toast. It was so fun. You know, when I get that feedback from people, I'm thinking, oh, wow, like, you're doing that. How have you been careful about your relationship with attention so that it doesn't get unhealthy? How have you thought about that?
Claudia Oshry
You know, it's so funny. The more attention you get, the less you want it. And so I think as somebody who was an attention whore, I was an attention seeking whore growing up my whole life. To end up in a line of work where you get a lot of it. It's fulfilling for a second, and then it's like, enough. And I actually feel like I say I'm an attention, or I'm actually really not so much anymore. I, like, I got the attention that I wanted and it felt good, but it didn't solve all my problems like I thought it was going to. So. Not that anybody who's, you know, is an attention seeker should get the attention because then it'll. It's kind of a problem that fixes itself. But I'm really not. I think when people meet me, like, on the street, sometimes they're a little taken aback how actually I'm not like a dancing monkey. Like, I'm not so crazy all the time, like, making jokes on, like, I. I actually. And definitely as I've gotten older, like a little bit more pulled back, you know, I'm still a little nuts more than the average person, but not. Not, I think, as much as people would expect.
Jay Shetty
Yeah. What part of your confidence are you still working on?
Claudia Oshry
I'm really not, honestly, like, I feel very confident in all aspects of my life. Like, I know that I'm great at my job. I know I'm a great wife. I know I'm literally gorgeous. Like, I Don't feel like I'm lacking confidence in any area. Honestly. Honestly.
Jay Shetty
Wow.
Claudia Oshry
I have a lot of other problems, though, but not that. Like, oh, girl, where do I begin? Okay, what would I say is my biggest problem? I actually would say my biggest problem is sometimes my humor can be mean. And I think that's, like, the worst type of humor. And I'm actually really working on it. Like, when you poke fun at someone, sometimes I feel like I really take it too far. Like, it's okay to, like, think something and not say it, because I've noticed that that a lot that I sometimes border on mean, and I don't like being mean. That's not funny to me. I think some people feel like they have to be mean in order to be funny, and that's not true. I can be funny without being mean.
Jay Shetty
Yeah. And that's something you're working on.
Claudia Oshry
Yes. Like, sometimes I'll say something, I'll be like, damn, that was rough. You know, like, and. And so I'm aware of it, and I'm really trying to stop.
Jay Shetty
Yeah.
Claudia Oshry
Unless if I will, at least I'm aware of it.
Jay Shetty
This is Ashley Kineti from the Ben.
Claudia Oshry
And Ashley I Almost Famous podcast. You probably know somebody who's on Ozempic or Semaglutide right now. These are really popular medications that people.
Jay Shetty
Are using to lose weight.
Claudia Oshry
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Jay Shetty
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Claudia Oshry
Feel that way, I mean, that doesn't mean that, like, I don't see a picture of myself and like, literally want to die, but I don't try not to place too much value on that because there are other parts of me that are worthy, probably more worthy than. Than how I look.
Jay Shetty
Yeah.
Claudia Oshry
But I. I am a shallow person. I. I do place a lot of emphasis and value on my physical appearance.
Jay Shetty
Yeah. Is that something you've ever tried to change or shift or you've just accepted.
Claudia Oshry
It'S actually like a new thing? I think since losing weight, I've kind of become obsessed with it. And that's like, one thing that I've gained during my weight loss journey that I don't like, the obsession with how I look. Because before, like, I knew I didn't look great. So, like, whatever, you know, I worked on other things. But then I started to really like the way that I looked on the Ozempic journey, and I kind of became obsessed with it. Like, I used to weigh myself and be like, I mean, it's not great, but whatever. Then I would lose weight, and when I would weigh myself and it wasn't exactly what I wanted, I would be so hard on myself and I used to not care about that. That. So that's actually something I'm working on. But with a pregnancy, like, it's a problem for later me.
Jay Shetty
Yeah, of course. Yeah.
Claudia Oshry
I can't Fix everything all at once. Okay. I'm not j. Shutting.
Jay Shetty
No, no, no. Trust me, I can't either. But. No, but it's interesting how sometimes the things we work on more become our greatest stresses.
Claudia Oshry
Yes.
Jay Shetty
Yeah.
Claudia Oshry
That's definitely how I feel with my weight.
Jay Shetty
Yeah. And. And it's one of those things that it's. But the great thing is you're aware, and I think that's what I always think about. I remember when Kevin Hart came on the podcast, he was talking about how. In a very different context, but he was talking about how, like, some of the mistakes he made and not comparing at all, but he was talking about some of the mistakes he made, and they came from a place of him feeling like this was never going to go away. And then he was like, now I need to deal with the fact that one day I may not be as famous or successful as whatever. And it was just really interesting, him saying that when I still think he's crushing it and killing it, and he's.
Claudia Oshry
Like, you know, but how we perceive people versus how they perceive themselves is so interesting.
Jay Shetty
Correct. Yeah. And that's what I find is always fascinating because you think someone's peaking, living the best life. Yeah. And in their head, they're like, oh, I'm insignificant.
Claudia Oshry
Yeah. But it does. Not that you want people to feel poorly about themselves, but seeing someone whom you perceive to be on top of the world talk about how they perceive themselves, and it's not necessarily, like, the best. There is, like, solace in that. Like, even people who are killing it and rich and famous, like, even they hate themselves. So who cares if I do?
Jay Shetty
You know, I wanted to end with talking about, you know, you talked a lot about last year, losing your dog, which, on.
Claudia Oshry
I think no one prepares you for it.
Jay Shetty
Yeah. I had so many friends who sadly went through the same thing in the last 12 months. I don't know what it was about the last 12 months. And maybe it's sadly always the case, but at least in my life, I had so many people telling me that. I had my business manager, a really close friend, like, just. Just so many people in life. We had Taylor Hill, who came on the podcast and talked about the loss of her dog, Tate, and just how hard that was for her. What has been your greatest lesson for grief in that journey?
Claudia Oshry
So funny, because, you know, I lost my dad when I was in the eighth grade, or, excuse me, the ninth grade. Like, literally the first month of high school. Worst time ever. And it was extremely hard. And I actually feel like Being younger, I was able to bounce back a little bit more. I remember going through that, and really, I had just transferred schools, and then my dad passed, and I really didn't want to be known as, like, the girl with the dead dad. So I. I remember making an active effort to get back to my life, and I leaned so heavily into my sisters. And that's really why my sisters and I are so close, and my friends and extra. And I really. And that's just being a kid, right? You're more susceptible, you're more adaptable. Like, you just bounce back. And I've found, like, when, you know, friends of mine now are losing parents, like, it's so much harder. Like, you're an adult, you understand the importance of life. You have kids of your own. And so not that it's the same at all, but, like, losing my dog at 29 was like the first experience with grief as an adult. And let me tell you, it is so much harder. And this was, you know, a dog, not a human being. The difference was, and I have long wondered, my dad passed away overnight. Like, he was not sick. He had arms attack, and he died before he even got to the hospital. Like, completely kind of freak accident. And people always talk about, like, is it better, you know, for someone to die like that or to get a chance to say goodbye to somebody who has, like, a terminal illness, but you have to watch them suffer for months. And I feel like there's no right answer. Just everybody thinks their own. And I never really knew what the answer was, but with Theo, he had terminal cancer, and we. We ended up putting him down, but so we lived with the cancer, I want to say, for like two or three weeks. Like, really not a long time. It was the worst time of my life. Like, it was worse than when he actually had died. Like, seeing something, you. Someone you love so much, be in such pain, it's not worth being able to say goodbye, honestly. So, oddly, that experience brought me peace with my dad. Like, I. Like, yeah, I didn't get to say goodbye, but, like, I didn't have to watch him suffer. Like, that's. It's definitely worse. And so the older I get, the. Actually the harder grief is, you know? Like, I remember getting married and being, like, so angry that my dad wasn't going to be there and. And feeling like this was so unfair. But I hadn't really felt that anger up until that point. Like, the older you get, the more important life moments, marriage, kids, you realize, like, how much you need a parent. And so As a kid, like, yeah, okay, he's not at my soccer game. But, like, you just are. You're more resilient as a kid. You really are. And so going through grief as an adult is 45 times harder. And that was just with my dog, you know, whom I loved more than anything. But a dog is not a person. And it was. Was the most challenging thing. I actually don't even remember it. I blacked out that part of my life. It's coming up on a year, actually, like, this week. It was the hardest thing I'd ever been through in my life. Like, seriously, I. Like, I. I can't believe I don't even think about that time because it was so. It was traumatizing.
Jay Shetty
That's so profound, though, the connection between the two.
Claudia Oshry
I know. Well, it was. They were so polar opposite. It's like, would I have. I think I actually would have preferred just like, to take Theo to the doctor and. And have him die. Like, the three weeks of diapers of medic. Oh, my God, it was horrible. And I felt like I was doing the wrong thing because, you know, it's cruel to keep a dog like that alive for your own. They're so clearly in pain. It's the right thing to do, to put them down and if you're selfishly keeping them. And I said, I'm not gonna do that. And so when we woke up one morning, it was so clear that he was suffering. We were like, listen, this is cruel. We're keeping him alive for us. Like, we knew we had to do, do that. And with my dad, like, I had always felt like, oh, my God, I never got to say goodbye. It was, you know, hi one day, bye the next. But what Theo, the passing of Theo really taught me is like, honestly, it's better. It is, I think.
Jay Shetty
What did girl with a dead dad, like, mean to you? Like, what did that kind of like? What did that symbolize for you that you didn't want to be?
Claudia Oshry
You know, I just remember in middle school, there was a girl who. Whose dad had died, and she was in my grade, and then her brother was in my sister's grade. And it was just kind of like the thing people said. Do you know what I mean?
Jay Shetty
Pointing and saying.
Claudia Oshry
No, not pointing, but like, if you overheard, like, another parent talking. Oh, did you hear? It was just kind of, what. What, you know, they were led with. And I didn't want that. I wanted to be a girl who was funny, a girl who was good at soccer, a girl who was beautiful, like, Literally anything. I did not want to have that to be the thing. Like, oh, did you hear about that Austria girl? Her father died. Like, I didn't want that to be the first thing people said about me. So I remember making a conscious effort to just, like, bounce back. And. And it did work for. For a period of time.
Jay Shetty
I. I can't imagine how challenging it is to, you know, be going. Be giving birth, having lost.
Claudia Oshry
And then, let me tell you, it sucks. Like, and I see Ben, who has both parents. I'm so happy for him. But I'm jealous.
Jay Shetty
Yeah. Naturally.
Claudia Oshry
Yeah.
Jay Shetty
Yeah.
Claudia Oshry
I don't think that's bad.
Jay Shetty
No, no, of course not. And definitely not bad.
Claudia Oshry
And they're the best. Ben's parents. Like, his dad is, like, always inviting me out on Father's Day. Like, but, you know, a parent is a parent.
Jay Shetty
Yeah, for sure. Thank you for sharing.
Claudia Oshry
Thank you.
Jay Shetty
Thank you for being open. It's. I'm hoping that. Yeah, I'm hoping that people who've been through similar things or, you know, I know plenty of people in my life who lost a parent early, and it's. It's something that's not talked about enough online. Like, you don't. You don't really hear about it.
Claudia Oshry
Like, it's.
Jay Shetty
It's kind of like something you talk about in therapy and nowhere else.
Claudia Oshry
Yeah, it's just, like, hard to talk about. Nobody wants to be crying all the time. And I think that no matter what stage of your grief that you're at, like, you can't talk about it without crying. That doesn't mean that you're not healed. It's just sad. Like, and I don't want to be sad. Like, that's my whole thing. Like, I love being happy. I love making people laugh. I love laughing. Like, if I'm laughing, I'm so happy. So I hate to, like, sit around. And that's why, like, I know when I talk about this on the podcast, people don't like it. But I don't do therapy, not for any reason. I'm not, like, against it. I know it's really powerful for a lot of people, but I've never really had a hard time. I'm communicating, and I'm very blessed that, like, I have a lot of people in my life who I feel completely open and comfortable opening up to. And I know that's a privilege that not a lot of people have, but I also, like, I don't know. I just don't want to spend my life being sad. Like, the world is sad. Enough. Like, my. I wake up every day with the. The goal of, like, making people laugh. Like, I like to be joyous and spread joy. And, I don't know, sitting in the therapist's office for an hour a week, like, crying, like, oh, my God, like, seriously, I can't.
Jay Shetty
Yeah. No. And I think that everyone has their different coping mechanisms, like you said. And for some people, that is the only place they have to a safe space and a space where they don't feel judged in a space where they don't feel, you know, looked at a certain way because their family friends may be that way. And. And it's beautiful that you don't have that. I was going to ask you what's been your. Have you thought a lot about, like, your energy, Baby's energy? Like, what? Like, walk me through that?
Claudia Oshry
Yes, I have a lot. Because, you know, people tell me that. That I'm kind of like a baby whisperer because I love to sing and I love to dance and I love to, like, I'm obsessed with babies. And that's what babies love and that's what babies need. Like, their first couple of months are always looking for somebody to sing and dance to them. And so that's the type of mom I want to be, like, super joyous, super, like, always singing. I don't know if you follow Jessie J, the singer on Instagram. Of course. Okay, so she had a baby and, like, she's always singing to her baby on Instagram. Now I know she has, like, one of the best voices in the world. And I don't. But. But, like, I'm gonna be Jessie J. Like, I'm gonna be singing to my baby, and my baby's gonna think I have the most amazing voice. Cause my baby's gonna be my number one fan.
Jay Shetty
It's gonna be so funny if they don't.
Claudia Oshry
Oh, my God, stop. I'll be so upset if, like, every time I sing, the baby cries.
Jay Shetty
Yeah, well, they'll love it till they're like, four.
Claudia Oshry
Oh, of course. No, I'm talking about, like, year one.
Jay Shetty
Yeah, Year one. Year one's one. One fan for one year is good enough. I love that. I love that. And have you thought about whether you're gonna be sharing Baby Journey online?
Claudia Oshry
I have thought about it. I definitely wanna share my journey. I'm pretty against, you know, putting your kids on social media. I don't judge other people who do, but I'm not going to. And I feel like I see a trend of people sharing less and actually pulling their kids off social media because the dangers of it are, like, so obvious.
Jay Shetty
Yeah, I know. That's something me and Riley talk about a lot. Like, it's.
Claudia Oshry
I would love to.
Jay Shetty
It's one of our discussion.
Claudia Oshry
If the Internet wasn't such a disgusting place, I would love to, like, have fun, but no, we can't have nice things. People are disgusting. And absolutely not.
Jay Shetty
Yeah. It's challenging. It's. It's such a. Yeah, that's. That's the hard part. Right? That's the hard part. That it's like, in the same way as you wouldn't just put your kid up somewhere physically in that way that they're exposed to anyone and everyone.
Claudia Oshry
Yeah. And they just actually passed that law in California about, like, family channels, and Demi Lovato was a big part of it of, like, just child actors, but also child, like, family channels, like, basically exploiting your kids on social media for money. I. They're. They're all still actively happening, but I feel like in 10, 15 years, like, we are going to be hearing, like, the most craziest stories about kids who were forced to be on, like, YouTube family channels. It's disgraceful, but it's also a slippery slope. Like, you know, like, you start posting your kids, and that's the most engaging content. So you post more and more and more, and then you rely on it to pay your bills. So you're yelling at your kids to smile for the thumbnail. And I never want. I never want to be that.
Jay Shetty
Yeah. Yeah. It's great that you guys have, because it's.
Claudia Oshry
Actually, I haven't even talked to Ben about it, but I don't care what he says. Like, I love that. I'm sure he'll agree with me. Yeah. But we haven't had, like, a full conversation about it.
Jay Shetty
Okay, good to know. Good to know.
Claudia Oshry
So he'll be hearing about this on the J. Shaddy podcast.
Jay Shetty
Is this. Usually I.
Claudia Oshry
It goes, no, actually, certain things I feel really strongly about. And I say, Ben, like, this is what we're doing. Certain things he feels super strongly about. I'm like, okay, sometimes we both don't know how to feel. And there are people in our life whose opinions we, like, respect, and we'll call them and ask and. And get their opinions, and we'll come to a decision together. It just depends on what the topic is, you know?
Jay Shetty
Yeah, I think that makes a lot of sense. Yeah, that's fair. If you feel strongly enough, it's a rule. And.
Claudia Oshry
Yeah. And if you don't, it's A. Like, as a half of a part, like a half of a marriage. Like, if there are certain things you don't have, like, strong feelings about, but your partner, like, so let them have that one. And then when you have strong feelings about something and they don't, they will let you have it. Like, that's the whole, you know, shtick with compromise, but also knowing when you don't know. Like, some. All of this is new to me. Motherhood, pregnancy. And so knowing that I have no experience in talking to people who do and if I trust them. And I think that, like, their values align with mine, taking their advice. But, like, it's important to know, like, when you don't know enough.
Jay Shetty
Mm. Claudia, you are. You're one of the most fascinating people, oh, my God, I've ever met. You are hilarious. You're smart, profound. Today at times, I really didn't want.
Claudia Oshry
To cry, but it is what it is.
Jay Shetty
No, I. I appreciate you being so honest and vulnerable with us and showing that soft side. Yeah, no, you know, like, for people to be able to see you kept.
Claudia Oshry
Attorney in a box. Like, she is going to surprise you.
Jay Shetty
I love it.
Claudia Oshry
I love it.
Jay Shetty
Well, Claudia, it's been such a joy talking to you. End every episode with a final five. Okay, these have to be answered in one word to one sentence. Not a Claudia sentence.
Claudia Oshry
Okay. Oh, I promise I will do one word.
Jay Shetty
Yes. Yeah. One word or one sentence.
Claudia Oshry
Oh, okay.
Jay Shetty
But. But not a sentence at 100 miles per hour where you squeezed in 79 words.
Claudia Oshry
Knock Jay calling me out. Okay.
Jay Shetty
All right. Okay. Yeah. I'm not judging you.
Claudia Oshry
No, no, of course not.
Jay Shetty
Okay, so question number one. What is the best advice you've ever heard or received?
Claudia Oshry
This isn't, like, you know, a curated sentence, so I'm just gonna, like, speak. And I think it's something I've realized as I've gotten older, especially as, like, a woman in the industry, you feel really competitive with, like, other people. I feel now like I like to work to live and not live to work. Like, I just would like to make a living. I don't need to be the biggest podcaster. I don't mean the number one selling comedian. I just would like to provide for my family. I think when you get really caught up in, like, the hustle culture, it's good to have ambition. Of course. But what used to be important to me is actually really not important to me anymore now. Like, just a job is a job. It's to provide. And. And that's it.
Jay Shetty
Great sentence.
Claudia Oshry
Thanks.
Jay Shetty
Yeah.
Claudia Oshry
Oh, God, I forgot about the sentence. Okay, Sorry.
Jay Shetty
I'm good. No, no, no. It's well explained. I would have asked you to expand. Question number two. What is the worst advice you've ever heard or received?
Claudia Oshry
Oh, my God. There is a. Okay, sorry. It's going to be more than one sentence. There is a phrase that I hate. It's called, like, being realistic is the quickest path to mediocrity. Like, I so disagree with that. I think being realistic is so important. Like, so important.
Jay Shetty
Yeah, good answer. Question number three. What excites you most about motherhood?
Claudia Oshry
I'm such an affectionate person. Like, I love all my nieces and nephews who are growing older now. They're, like, starting to hate it. But, like, I cover them in kisses. Like, I just am obsessed with kisses and hugs. And, like, this baby, like, is gonna. This baby's gonna love me more than anyone. It'll probably end up liking Ben more. But this maybe, like, is mine, you know, And I could kiss it as much as I want.
Jay Shetty
I love it. Question number four. What are you most excited to see about Ben becoming a dad?
Claudia Oshry
Oh, my God. Like, I just know Ben is gonna be the best. The best. Like, most affectionate. The kids are gonna love him. They're gonna. They're gonna go to him. Like, I don't know what exactly I'm most looking forward to, but I feel a lot of peace in knowing that I'm bringing a baby into the world with, like, someone who's seriously gonna be the best dad on the planet.
Jay Shetty
Fifth and final question. We ask this to every guest who's ever been on the show. If you could create one law that everyone in the world had to follow, what would it be?
Claudia Oshry
It should be absolute law. That everybody listens to the toast every single morning.
Jay Shetty
And then on purpose.
Claudia Oshry
Yeah, of course. Of course. Yeah. Actually, no. This is my answer. Not on purpose. Sorry. Just the toast.
Jay Shetty
Oh, thanks. All right. Claudia.
Claudia Oshry
No, it should be law. Like, it should be npr. It should be public radio.
Jay Shetty
I love it.
Claudia Oshry
Yeah.
Jay Shetty
That's a great law.
Claudia Oshry
Thanks.
Jay Shetty
I love it. Thank you.
Claudia Oshry
And then I. Ultimately, you know, that affects my bottom line.
Jay Shetty
Claudia, thank you so much. Loved every moment of this.
Claudia Oshry
Me, too.
Jay Shetty
Thank you. If you love this episode, you will also love my interview with Kendall Jenner on setting boundaries, degrees to increase happiness, and healing your inner child.
Claudia Oshry
You could be reading something that someone is saying about you, and being like, that is so unfair, because that's not who I am. And that really gets to me sometimes. But then looking at myself in the mirror and being like, but I know who I am. Why does anything else matter? Welcome to a day in the life of an AMEX gold card member. 7:00am Iced coffee with up to 84 back annually at Dunkin locations 12:00 pesto zoodles with four times Membership Rewards points on purchases at US restaurants up to $50,000. This is so good. And to finish strong, the freshest sushi spot with up to $100 back annually on eligible purchases at U S Frizzy restaurants. What a day. That's the powerful backing of American Express. Terms apply. Cap applies. Learn more@americanexpress.com withamx this is Jenny Garth from I Do Part 2. Everyone's talking about GLP1s like Ozempic Semaglutide. With FutureHealth you can find out if they're right for you too. Just go to tryfh.com that's trifh.com and find out if weight loss meds are right for you in just three minutes. Future Health is not a healthcare services provider. Meds are prescribed at providers discretion. Results may vary. Sponsored by Future Health, this podcast is supported by Better, offering licensed therapists you can connect with via video phone or chat. Here's BetterHelp head of clinical operations, Hesu Jo discussing who can benefit from therapy I think a lot of people think that you're supposed to be going to therapy once you're like having panic attacks every day. But before you get to that point, I think once you start even noticing that you feel a little bit off and you can't maintain this harmony that you once had in relationship, that could be a sign that maybe you want to go talk to somebody. There's always a benefit in talking to someone because we can all benefit from improved insight about ourselves and who we are and how we behave with other people. So if you're human, that's like a good indicator that you could benefit from talking to somebody. Find out if therapy is right for you. Visit betterhelp.com today. That's betterhelp.com.
Podcast Summary: On Purpose with Jay Shetty featuring Claudia Oshry
Introduction and Guest Background
In this captivating episode of On Purpose, Jay Shetty welcomes Claudia Oshry, a multifaceted entertainment personality known for her vibrant presence and candid discussions. The conversation delves into Claudia’s personal and professional journey, exploring themes of self-image, career evolution, marriage, and impending motherhood.
Weight Loss Journey and Ozempic
One of the central topics is Claudia's battle with weight and her decision to use weight loss medications like Ozempic (Semaglutide). Claudia opens up about the societal pressures surrounding body image and the stigma associated with using such medications.
Claudia shares her emotional struggles, including shame and backlash from the public, highlighting the challenges faced by those who turn to medical assistance for weight loss.
She emphasizes the life-changing impact of Ozempic, which not only helped her achieve her weight loss goals but also empowered her to regain control over her health and future aspirations, such as motherhood.
Balancing Career and Personal Life
Claudia discusses the complexities of building a career in content creation without the traditional support systems available today, such as business managers or publicists. She reflects on her early days of content creation, managing her own deals, and the steep learning curve she faced.
She provides pragmatic advice for aspiring content creators, emphasizing the importance of financial management and the necessity of saving for taxes.
Marriage and Family Dynamics
The episode delves into Claudia’s marriage to Ben, whom she met in her freshman year of college. They married young, at 23, navigating the typical skepticism that comes with marrying early.
Claudia attributes much of her marital success to Ben’s patience and support, highlighting how a stable personal life has been instrumental in her professional endeavors.
Coping with Attention and Fame
Claudia reflects on the duality of fame—receiving attention for her work while striving to maintain her authentic self. She discusses the challenges of managing public perception and the importance of keeping personal memories sacred.
Claudia acknowledges the fleeting nature of attention and the importance of balancing public persona with private well-being.
Motherhood and Future Plans
Anticipating motherhood, Claudia shares her excitement and apprehensions. She envisions herself as a joyful and affectionate mother, keen on creating a nurturing environment for her child without oversharing on social media.
She discusses the shifts in priorities and the desire to protect her child from the pitfalls of social media exposure.
Grief and Personal Growth
Claudia also touches on her experiences with grief, having lost her father in ninth grade and recently her beloved dog, Theo. She contrasts these experiences, noting how grief evolves with age and the profound impact it has had on her resilience.
This segment underscores the importance of support systems and personal coping mechanisms in navigating loss.
Conclusion
In wrapping up the episode, Claudia shares invaluable advice for aspiring content creators and individuals grappling with personal challenges. She emphasizes the significance of authenticity, financial prudence, and the courage to start projects without overplanning.
Claudia’s journey is a testament to resilience, self-discovery, and the relentless pursuit of personal happiness. Her candidness provides listeners with both inspiration and practical insights into managing personal and professional life in today’s fast-paced world.
Notable Quotes
Timestamp Highlights
This episode of On Purpose offers a profound exploration of Claudia Oshry’s life, presenting a blend of humor, vulnerability, and insightful reflections that resonate with listeners navigating similar life stages.