Pod Insights On Purpose with Jay Shetty Olivia Culpo ON: The Power of Positivity & How to Believe in Yourself When Others Don’t About this episode Do you want to meditate daily with me? Go to go.calm.com/onpurpose to get 40% off a Calm Premium Membership. Experience the Daily Jay. Only on Calm
Jay Shetty sits down with Olivia Culpo to talk about her positive approach in life. From how she started her pageantry journey and later on winning an international title to opening up about her medical condition and learning to be self-sufficient throughout her career, she continues to approach every hurdle with persistence and a free spirit. Sometimes, not taking ourselves too seriously is the best way to move forward.
Olivia Culpo is a leading influencer in the fashion and beauty world, and she’s ready to share her style expertise with the world. Born and raised in Rhode Island, Olivia represented her home state and the United States in the Miss USA and Miss Universe pageants, becoming the first winning contestant representing the United States in 15 years. She’s gone on to work extensively in the modeling, fashion, and beauty space, and loves to share everything from makeup tips to cooking recipes with her followers.
Want to be a Jay Shetty Certified Life Coach? Get the Digital Guide and Workbook from Jay Shetty https://jayshettypurpose.com/fb-getting-started-as-a-life-coach-podcast/
What We Discuss:
00:00 Intro
02:54 The passion to pursue a family business
05:26 Getting into pageantry
08:23 Believing in the power of prayer and practicing meditation
13:44 We all have something we are working through
16:52 Having people you can turn to
18:54 Affirmations can be transformative
20:24 Going through Endometriosis
23:26 Honesty and straightforwardness
26:33 Learning to be self-sufficient
32:20 Approaching every opportunity with persistency
36:15 Coping with life by being free-spirited
40:18 Olivia on Final Five
Episode Resources
Olivia Culpo | Website
Olivia Culpo | Facebook
Olivia Culpo | Twitter
Olivia Culpo | Instagram
See omnystudio.com/listener for privacy information.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Transcript Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.
0:00 Jay Shetty? This episode is brought to you by Amtrak. You know that feeling when you're already tired and you haven't even gotten there yet? That's where Amtrak comes in. Leave the driving behind and settle into a comfortable seat with plenty of room to stretch out. Catch up on work with wifi, grab a snack at the cafe car, or just sit back and enjoy your favourite podcast. Choose a cellar or North East Regional and get there without the stress of getting there. Visit amtrak.com to plan your next trip. This episode is brought to you by Orange Theory Fitness. One of the best investments you can make is in your own strength. The choices you make today can help shape how you feel for years to come. Orange Theory Fitness provides a one-hour workout to build strength, burn fat and build
0:44 Jay Shetty? muscle, with an expert coach guiding you every step of the way. Head to orangetheory.com/onpurpose to learn more and get your first class free. Orange Theory Fitness, helping people live longer, more vibrant lives. Terms and conditions apply. See webpage in studio for details. This episode is brought to you by AG1. Are you feeling September reset too? Shorter days, longer to-do lists, earlier alarms, all those routines you promised yourself you'd pick back up, it can feel like your whole life is recalibrating. And when everything around you is changing, it helps to have a few things you can rely on. AG1 Next Gen is one of those easy habits to keep.
1:27 Jay Shetty? It's the clinically-backed, comprehensive daily health drink that supports your gut health, energy production and foundational nutrition all in one scoop. AG1's ingredients are sourced from quality partners for absorption, potency and nutrient density to deliver the foundational nutrition your body needs. And alongside a proper diet, AG1 Next Gen meets 94% of nutrient requirements and it's clinically shown to enrich the gut microbiome. For a limited time, save 20% on your first subscription order of AG1 Next Gen or AG1 Pro at drinkag1.com/onpurpose. That's drinkag1.com/onpurpose.
2:11 Speaker 01 I think the key is not taking things too personally. This is a journey and it is called life and we're all going to mess up. Everyone's going to mess up. Everyone's going to react instead of think when they're triggered. And I think just giving yourself grace, giving the other person grace and apologizing when you have done something wrong is something that we have to offer one another to really reach our own individual potential.
2:42 Jay Shetty? Hey, everyone. Welcome back to On Purpose, the number one health podcast in the world. Thanks to each and every single one of you that come back every week to listen, learn and grow. Now you know that I'm always trying to discover interesting stories, fascinating people who have so much to share through their life, through their experience, what they've been through, what they've achieved and what they've seen. And today's guest is someone that I've been so excited to speak to for quite a while now and I'm so glad that we finally have her online. So today's guest is none other than Olivia Culpo, who's created a substantial platform in modeling, beauty and fashion. What began as a minor pageant run turned into a multi-title winning streak,
3:27 Jay Shetty? culminating in a highly successful modeling career that has since made her a household name. In just a matter of years, she's created a massive worldwide platform that stretches across entertainment, beauty, fashion, substantiating herself as a fierce entrepreneur and business minded woman. In August 2017, Olivia opened the restaurant Back Forty with her family in North Kingston, Rhode Island. Welcome to the show, Olivia Culpo. Olivia, thank you so much for doing this.
3:56 Speaker 01 Thank you so much. I have to say you really nail the intros. I've heard a few of your, actually every single one of your podcasts, really. And I'm always so amazed by your way of communicating. And also the intros, I mean, I don't deserve that. I don't deserve that at all. So thank you.
4:12 Jay Shetty? Well, you deserve it because it's all true, but we love you more for saying you don't deserve it. But I had no idea that you actually listen to the podcast. So now I'm, I'm like the one who's feeling like I don't deserve that because I had no idea that you were a listener.
4:24 Speaker 01 Oh, absolutely. Yes, you are constantly inspiring me. I love the topics. I love your guests. I, I, I take away every, every tidbit that I can and I'm. I'm all for for doing the self work. So thank you for making it easier for us to become better and happier people.
4:43 Jay Shetty? Oh, you're the you're the you're the kindest. Thank you so much. Well, I want to dive straight in because I have so many things I want to talk to you about. And the first thing I want to ask you is just some conversation starters for us to get in there. I heard that you are about to open your second restaurant, which you co owned with your dad in New England. Could you could you tell us a bit about first of all, congratulations? But could you tell us about where the passion for that came from? And especially doing it with your father? I mean, that sounds so special.
5:11 Speaker 01 It is really special. So I come from a big family. I'm the middle of five and my dad and my mom both started their career as professional musicians. And that's how they met. My dad had five kids when he was like thirty two and he really didn't know how he was going to be able to support us and give us the life that he wanted us to with his salary as a musician that was non existent because he wasn't getting hired. So he he had to put things into perspective and he he started as a bartender. He really, really worked his way up. He used to count every single penny he would take. And now he owns that bar and owns a lot of other restaurants.
5:51 Speaker 01 And I think growing up with his work ethic inspired me to always want to do something in the restaurant industry. But on top of that, I think just seeing the community that you build through restaurants is amazing in itself. Like good food and and good people and quality time is like those are that's what I that's what life is about for me. And I grew up around that, and so I really do love and appreciate it.
6:17 Jay Shetty? That's so beautiful to hear. And I mean, that leads nicely on to something else I discovered about you is that you play the cello and you're a trained cellist. Is that right? I mean, that's incredible. I mean, how does how long has that taken? How many years has that been?
6:30 Speaker 01 So I grew up, everybody in my family plays instruments and my mom and dad grew up playing instruments as well. So they kind of gave me the cello and said, this is your instrument. Everybody got a different one. So I started when I was really, really young and. It was, it was awesome. I, I really enjoyed it for the, for the most part, growing up. I think I started to really resent it and my parents during my angsty teen years when they would send me to band camp every summer for like eight weeks. But looking back on it, it was something that I think they did for, in my best interest. And I know that it was probably the best thing I could have been doing with my time. But yes, I'm so grateful for it. It's, it's a great, it's very, very cathartic to play every once in a while and kind of escape.
7:13 Jay Shetty? That's beautiful. That's, that's so wonderful to hear. Uh, I mean, with your parents and you've, we've already talked about them twice and they come up again and again in, in so much of the important formative areas of your life as parents do, but in the early years of your career, your parents, as far as I believe or know, they weren't, they, they were kind of against you joining pageants. And, and I want to share, I want you to share your experience during your first pageant competition, if you don't mind sharing that with our audience.
7:42 Speaker 01 Yeah, it was tough. I, well, I was studying communications and acting in college and I, and I had this itch to just, I wasn't enjoying college. I, I didn't feel like I was where I wanted to be. I wanted to just do something that would impress myself, I guess in a way. So I, I really wanted to work on my stage presence. I wanted to have an opportunity to, uh, just grow in any way. So I, so I told my parents I wanted to do this pageant and you have to pay to get in. They wouldn't pay for anything. They wouldn't help me with any of my training. My mom refused to go to the, to the Miss Rhode Island, um, preliminaries. They just thought it was a big, I don't know how to say this without
8:26 Speaker 01 sounding horrible and offending people, but they just didn't think that it was the best use of my time. And they also didn't realize why I was pursuing cello as my hobby. I think that's really what got them. To them, it felt very vain that I would, that I would think that going, entering this pageant would help me as much as maybe entering a, uh, an orchestra or like trying to get into a symphony, for example. So they didn't understand it, but it's that, but they came to because they had to.
8:55 Jay Shetty? Is your relationship with your parents always been like you ask for forgiveness, not permission? Or did that evolve over time? How did you get that confidence as a young woman to just be like, well, this is what I want to do and I'm going to learn this? Like, what gave you that? I think a lot of people today, a lot of questions I get is a lot of insecurity where people are like, well, my parents don't agree with it, or my brother or my sister don't agree, or I don't have support of my family. How were you able to do something that can be quite challenging as a young person?
9:22 Speaker 01 Oh, absolutely. And I think when you're working toward any goal, it's so important to preserve your sense of self and your confidence. And I protected myself. I didn't tell anybody that I was doing this. I did not tell a soul. Nobody knew. I was just working out, working on my public speaking, my, I didn't know any of this stuff. I grew up as, I grew up as a band geek. I didn't even know how to put on makeup. It wasn't really something that came supernatural, believe it or not. So I, I just did the work and I didn't expect it to, to go anywhere. Yeah. And so it kind of took a form of its own, but it was never something that I sought out for.
10:02 Jay Shetty? Yeah. No, absolutely. And, and I love hearing that because I think I align with you very closely on that, that when you're trying to do something that is different, chances are it's better to be quiet about it because if you tell everyone, there's probably going to be so many opinions and ideas and expectations that then you kind of, you kind of get yourself out of it because you get so scared. And so I, I really resonate with that. That, that makes a lot of sense. You mentioned Olivia, confidence there. I wonder what made you confident back then and what makes you confident today? Has your definition of confidence changed? Has, has being confident changed for you as you've had all these different experiences in life, of course, as you've grown as well?
10:46 Speaker 01 Well, I think everything comes down to just really working on your relationship with self. And I think that being confident is very hard. I think that you really have to work at it. And that can mean different things to different people. For me, I get my confidence and I had my confidence back, back then as well from journaling. And quiet moments with myself where I really feel like I'm tapping into source energy or God or whatever, or the universe, whatever you want to call it, but I, but but I think that we don't really, I personally believe we don't really get through life alone. And you have to try to connect to whatever you think is out there that brought you here.
11:28 Speaker 01 But that's not what everybody agrees, but for me, I really find my peace and my understanding of where I'm supposed to be from those quiet moments with myself where I'm meditating, praying, doing affirmations, giving thanks even.
11:44 Jay Shetty? And is that something that's always been a part of your life? Or was that something that you discovered along the way? When did prayer, meditation, all those beautiful things you mentioned that I know our audience also loves and our community loves, when did that get introduced to your life? Was that something that you had from your parents? Or was it something you learned along the way?
12:02 Speaker 01 My mom is very Catholic, so I grew up and I went to an all-girls Catholic school. So I think I always believed in the power of prayer. But I, but I started transcendental meditation when I was 18. And that was around the time that I, all of a sudden, my ambitions felt possible. And I, I wanted to get out of Rhode Island. I wanted to get out of school. I wanted to, to do something bigger than I ever thought I could. And to me, that did manifest into this pageant, which looking back on it, I'm like, I wonder, I wonder, I don't know. I don't, I wonder how I got there. I still don't really completely understand. But for me, yeah, it, it really is something that transcendental meditation helped me a
12:47 Speaker 01 lot and continues to help me a lot. I, I felt very grounded and centered in decisions. And I, it was a very formative experience, learning TM was a very formative experience for me.
12:58 Jay Shetty? And I'm fascinated, who introduced you to TM? Like, where did that come in to be in your life? Of course, TM has been around for many, many years. It's, it's an incredible practice. So just, how did you even interact with it? How did you come across it from your background and your childhood, which was obviously different?
13:13 Speaker 01 It was different. My older sister, who is still the, the girl that paves the way in our family, she started meditating. And at the time, my mom was having trouble with her blood pressure. So my sister offered for her to go to the same place that she went in. My mom's blood pressure went down. More than it had ever, lower than it had ever been. Um, and then we all felt very centered and we would meditate together. It was a really lovely time and the habit is obviously, it's a hard thing to keep up with. But I have, I'm so grateful to have the tools and I, I would encourage anybody listening to just look into whatever form of quieting your mind you want. It doesn't have to be TM. It was just the one that I was lucky enough to have my sister introduce me to.
13:58 Jay Shetty? Yeah, no, beautiful. And do you have a space? I, I know I recently saw, uh, the feature that you had in Architectural Digest. I was wondering, is there a space in your home that you like to pray? That you like to meditate? That you like to do affirmations? Or are you one of these people that can do it anywhere and everywhere?
14:13 Speaker 01 I really try to do it anywhere and everywhere. But I do, I do, yeah, I really, really try. I think that's part of mastering it, which I, that sounds so intimidating and horrible. I don't want anybody to think that it's anything that you can't do in a specific spot. But I think the idea is having the opportunity to escape wherever you are. Having that understanding is such an escape in itself. Because you can be in a very stressful situation and just be like, hey, I need to go to the bathroom. And you can take three minutes and just center yourself. Or you can be on a plane on your way to somewhere you don't really want to go. Or maybe you're anxious, traveling, I don't know. Or maybe you're in a room full of people that are just bothering you.
14:57 Speaker 01 You can, you can, you can quiet your mind and it's a tool that takes time to, to definitely harness. But, um, it does get easier, I will say, which I'm sure you know all about. I know that you're a big meditator. Is that a word?
15:12 Jay Shetty? Yeah. No, definitely. But no, it's, you know what I find is just, I love sharing notes with fellow meditators and people who have found their own way to something or to an idea or to a practice. Because I feel like we learn so much by hearing how different people are applying it. And I couldn't agree with you more. I think meditation and mindfulness and all these practices are tools, like you rightly said, that we need to use when we need them. You know, when, when we're stressed out, when we're going through pressure. It can't just be something that we do in one space in our home. I wonder, Olivia, with With what we were speaking about earlier with confidence, and I think you explained it really well. What would you say is one of the biggest insecurities that you have overcome or that you're working through?
15:57 Jay Shetty? Because I think people may often look at someone like you and be like, oh, she, you know, she's perfect, her life's perfect. Like, she doesn't have insecurity, she doesn't have. But as we all know as natural humans, each and every single one of us has those. What's something that you think you've had an insecurity about that you've worked through or broken through or are trying to work through? This episode is brought to you by Mazda. The best habits are the ones we hardly notice, the ones that quietly shape the way we move through life, giving us the confidence to focus on what really matters. That's Mazda's approach to safety. Every Mazda is designed with proactive safety features that help keep you more aware, more connected, and more engaged with your drive. So you can stay present behind the wheel. That commitment has earned Mazda recognition
16:41 Jay Shetty? as Consumer Reports' safest new car brand. And as of July 2026, Mazda has won more 2026 IIHS Top Safety Pick Plus awards than any other car brand. Visit www.iihs.org to learn more. A lot can happen when an accident doesn't. Mazda, more of what matters to you. Visit MazdaUSA.com to learn more. Consumer Reports does not endorse products or services. This episode is brought to you by Indeed. I know how important every hire is for a business. If you need to make the right hire, this is a job for sponsored jobs. Indeed sponsored jobs helps find quality candidates when you need the most. You can reach who you need based on whatever criteria you're looking for,
17:26 Jay Shetty? like skills, certifications, or location. In fact, people are finding quality hires on Indeed right now. In the minute I've been talking to you, companies like yours made 27 hires on Indeed, according to Indeed data worldwide. Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a $75 sponsored job credit at indeed.com/podcast. That's indeed.com/podcast. Terms and conditions apply. Need to hire? This is a job for Indeed sponsored jobs. This episode is brought to you by Vinted. Value can be found anywhere, even in the clothes sitting untouched in our closets. That's where Vinted comes in.
18:11 Jay Shetty? Vinted is a secondhand marketplace app where you can sell clothes you no longer want and get more value out of them. Whether you're running out of space, moving, or simply updating your wardrobe. Listing items is a quick and simple process, and once something sells, Vinted creates a prepaid shipping label for you. And the best part, there are no seller fees, so you keep what you earn. It's a simple way to clear out your closet, be less wasteful, and maybe make some extra money along the way. Give your clothes a second life with Vinted. Download the Vinted app for free to start selling with no seller fees, so you keep every dollar you earn.
18:48 Speaker 01 Trying to work through is definitely my scenario. Well, you never arrive, we're all on a journey, right? So there are so many things that I'm so insecure about. I think that I feel a lot of pressure with the term influencer, which I'm referred to quite often. And I feel as I have overcome that. For some people, influencer can have a bad connotation. For me, it's actually empowering, but it's also a lot of pressure. And I think my insecurity could also feel come from me thinking, okay, I have to be a certain way. I have to do a certain thing, or else people are going to think that I'm not taking responsibilities as seriously as I can.
19:30 Speaker 01 And there's the other side of me that's like, wait, why does everybody hate influencers? I don't know, because a lot of people do have a bad taste in their mouth about that term. So yeah, that can be really challenging. And that's something that I do work through and I have found ways to work through. I mean, just gratitude, being so grateful for every opportunity I have. And I think I've always been the kind of person that if there's a door, I go, I walk through it and I see what, what, what happens from there. And I really do take. My opportunities seriously and I'm very grateful for them and it but it can be challenging when there are things that people say about you that might not necessarily be true
20:14 Speaker 01 or you have a hard time understanding and remembering who you are because people are telling you that you're a certain way. I feel like that's a different insecurity, but I think that's more just having a public life. People will say things about me all the time and they'll say even to the extent they'll say I've dated people that I haven't even dated and it's it can be challenging because you have to have the self-awareness to understand that that doesn't necessarily matter and what people write about you doesn't have to define you. Um, and it's also something that everybody who decides to have a public life has to go through. So, um, to me, these are, these are things I work through. I don't want to get into the specifics of what people write, but.
20:57 Jay Shetty? Yeah, no, I, I, I, I wanted to hear from you what you're experiencing because I think from the outside in, it always looks like everyone who has a platform has it all together. And as we all know, and as you beautifully explained there, that there are so many things that are uncomfortable and difficult and challenging and some of it is self-created and some of it is just coming from people who've never met you or people who've never known you or, or people who don't understand you. I guess who, who do you think in the world, who are the relationships that you turn to for feeling understood, for being connected? Who are the people in your life that you turn to for those open, honest conversations?
21:40 Speaker 01 Oh, definitely my sisters. I have two sisters that I'm very, very close with. They really help me. We really help each other. I mean, the good thing about sisters is what I think, well, I genuinely think sometimes we're the only people that would be able to stand one another in a lot of ways. But we're also, I don't think that there's a love that I could experience as a, like my sisters are my friends and my sisters. That's just a combined amount of love that, um, will always tie us together. And I lean on them to be honest with me when I'm being horrible. They will tell me and shoot it to me straight. I rely on them to ground me and remind me of what's important.
22:23 Speaker 01 They are a sounding board when I need advice or I want to flush out an idea and, um. They they're just they they mean so much to me and it's a very reciprocal relationship because we will all help one another. Definitely them and you know what they tell me that really hits home? Get over yourself, nobody really cares. And that helps me, that helps me a lot, honestly, because it is true. At the end of the day, we're all here in life, in life, there's a journey and we're so blessed to be on it and um. Yeah, I I really try not to sweat the small stuff. That's why it kind of took me a minute to think of like, what's really ruining my day today?
23:05 Speaker 01 I try not to think about those things because I'm so. I I can't believe how blessed my life is and I and I really try to lean into that.
23:16 Jay Shetty? And I love hearing that because we all need to be reminded to not buy into our own hype, whether it's positive or negative. And it's always wonderful to have family and people that you trust and love that can say that to you, but tell me about some of those rituals, how do you get into that mind space? I mean, what you just said is so powerful, like, you know, you're like, I don't even let that. I try and avoid having that thought come into my mind. What are some of your daily rituals and practices? Could you walk us through those that have really become important for you? Uh, they don't have to be things that everyone has to do or everything will everyone will love. But what are those things that are important to you?
23:51 Speaker 01 Well, I I personally think affirmations can be really, really, really transformative. One that I that I um say a lot is I am safe and secure within myself. And that kind of reminds me to not seek outward validation, which my job is literally outward, like what it's very hard not to seek that when you are feeling the pressure to show up in a certain way. And I also really believe in the power of prayer. I'll get on my hands and knees and just ask God for an answer and I. I get it, in one way or the other. It's not always in the perfect timing, but that's personally something that really helps me.
24:33 Jay Shetty? I love those. I love those, and I love that affirmation. It's such a powerful, simple and beautiful one that we can all use. And I think no matter who we are, we all seek validation externally, you know, in any field of life, whether we're seeking it in our family or our workplace or whether it's on social media and online. We're constantly looking for safety and security from outside of ourselves, but we all know that we can only really find it inside of ourselves and that, you know, that's where it truly lies. You've talked really openly, Olivia, about your journey with endometriosis. And you speak very openly about this and, you know, the endo find out. I was wondering whether you could share with us about the diagnosis process, the treatment journey,
25:17 Jay Shetty? tips or advice you have for young people who may not be aware fully of what it is.
25:22 Speaker 01 Absolutely. Well, endometriosis is basically when the uterine lining, every month, a woman sheds her uterine lining. Endometriosis is when the uterine lining grows outside of the uterus. So it could really be anywhere. It could be in your appendix, kidneys, liver, diaphragm. They've seen it everywhere. So it can be very, very painful. The real kicker about endo is that you can't diagnose it through an ultrasound. It's a very hard thing to diagnose. So a lot of women find themselves in excruciating pain for their whole lives. Or, in my opinion, worse, they don't experience pain because their endo is in a place where there aren't a ton of nerves. And then they want to get pregnant and they're unable to get pregnant
26:03 Speaker 01 because they have, this disease has wreaked havoc on their eggs. So it can be really, really isolating. And I've decided to lend my platform to it, to help people in that and have a voice for the women who feel like they weren't heard. Because the average diagnosis for endo is about Eight years because it's so hard to find like you have to go into surgery to find the endometrial tissue. It's not going to show up if you go in for your, you know, pap smear or ultrasound or, you know, I think maybe sometimes they can see it in a CAT scan or sometimes you'll
26:46 Speaker 01 have a blood filled cyst called an, called an, uh, chocolate cyst, which is like an endometrioma and that can be attached to your ovaries and maybe they can see it that way. Um, but it's very rare that, I mean, they're not, yeah, it's rare that that would happen. And, um, a lot of women really suffer and I just, I wanted to lend a voice and I wanted people to be able to know what to look out for so that they're not, you know, in their late thirties, late, early forties, or even in their sixties saying, I could never get pregnant and I never knew why. It's like, well, that could be why it gives you answers.
27:20 Jay Shetty? Yeah, wow. Thank you so much for sharing that, by the way, and, and, and using your platform for that too, because ah, the more and more I learn about things like this where there are, there are just so many challenges that so many people are going through that you don't even know exist, right? Or, or you may know they exist, but you don't really know someone who's gone through it. And you never know someone in your family is going through it right now, you, they just haven't been able to tell you or be honest with you and, and share with you what they're struggling with or a friend, uh, or a friend in your life as well who's going through it. You, you seem like a very open person, you know, you have wonderful relationships with family where you can be vulnerable with them.
28:00 Jay Shetty? What has been a quality that you look for in people that you surround yourself with? Is there something that you look for as an energy, as, as a person, as a quality in the people that you keep close in your life?
28:12 Speaker 01 Ooh, I would have to say the first word that comes to mind is honesty. I think that part of coming from such a big family that is very close. We've always been very honest with each other to the point where I think sometimes it's almost jarring for people around us because they just can't believe how how uh bold we are with the things we say to one another. But I was raised in that way. We really don't hold back. So I appreciate when others are honest to me. I'm always kind of blindsided when somebody said that they had a problem about something three months ago. I'm like, what, three months ago over dinner? Like in my family, we would just talk over each other, get it all out and then move on. So I really value honesty.
28:56 Speaker 01 I mean, obviously in relationships too, you don't want any deceit. That's on like, that's on a whole other level and kind of goes without saying. But I really admire people who are able to have an honest conversation and um shoot it to you straight because that's something that helps both people.
29:13 Jay Shetty? Yeah. And how do you feel receiving honesty as well? Because I often feel like a lot of people like honesty and we say, I love honesty and I and I and I I think I know what you're gonna say, which from from the way you've shared it, but how have you prepared yourself to receive more honestly as well? Because I think a lot of us can say, hey, I really want people to be honest with me. But then when people are honest with us and it doesn't kind of align with what we want, it can actually be really uncomfortable. How have you prepared yourself to be someone who can accept and receive feedback that's transparent, honest and open?
29:47 Speaker 01 I know. Well, I think first you have to pay attention to what is triggered. So are you feeling guilt? Are you feeling defensive? Are you feeling shame? And then work backwards from there. Um, I personally feel like um it it takes a moment with yourself to really think about how is this making me feel? And why is it making me feel this way? And why even is that person feeling that way? I think thinking of things in terms of another person's point of view is the most helpful way you can have empathy and understanding and and get better and also strengthen your relationship. So
30:27 Speaker 01 I think the key is not taking things too personally. This is a journey and it is called life and we're all going to mess up. Everyone's gonna mess up. Everyone's gonna react instead of think when they're triggered. And I think just giving yourself grace, giving the other person grace and and and and apologizing when you have done something wrong is is something that we have to offer one another.
30:51 Jay Shetty? Absolutely. What a beautiful description. What have been some of... Olivia, I'm intrigued by, you've played so many roles in your different careers that you've taken on, different parts. Can you remember like a pivotal moment? Whether it was a lesson, a mentor, even a failure that kind of crafted who you are today? When you think about that and looking at how your career has played out, are there any specific moments that you think back to and think, "That's where I learned something really powerful that has helped me shift how I think and how I work?"
31:23 Speaker 01 Oh, yeah. Yes. Oh, my gosh. Well, I didn't really want to go into this, but... No, I'm just kidding. It's fine. It's actually a great story, and I'm so grateful for it, and it was very, very formative for me. So, when I first moved to LA, I was in a relationship, and that's why I moved here. And I was completely thrown when that relationship ended, because I had no sense of self. I had no... I had nowhere to live. I had no money. I was raised in a very... Well, I don't know if this would even be considered traditional anywhere, but I was raised where, you know, I don't know, my dad was the breadwinner and my mom was the mom. And she also worked, but you know, my dad felt... It was just a different type of dynamic.
32:09 Speaker 01 So it was the first time that I realized like, "I'm my breadwinner. I have to do this. I have to work really hard. I have to maintain a level of excellence so that I can support myself." And it was the most challenging moment in my career, but it was also the most rewarding because I had to make ends meet. I didn't have a choice. I otherwise would have had to move back to Rhode Island and, I don't know, work in my dad's restaurants probably, which that wouldn't have been the worst thing in the world. It's obviously not terrible to do that either. I actually love going into the restaurants, but I just felt like for the first time, I was really able to make myself proud and I was able to see the hard work actually come into...
32:54 Speaker 01 Come in a way that I was able to surprise myself. And I know that that doesn't mean everything, and... Obviously, it's not really, it's not really my place to say that I couldn't have been happy doing something else, but I think that going through that kind of gave me the confidence to realize, okay, I can do this. And it also taught me a lot about having to be self-sufficient and the importance of being a woman in society. You think sometimes that your partner is going to support you for life, but it's just not the, the way to live. And I, I think that's why I also have such an entrepreneurial sense to me now. Um, because I, I, I think it's important to show other women that, that same message, that you can do it, you
33:38 Speaker 01 should do it, and um, you deserve it. You owe it to yourself, for sure.
33:45 Jay Shetty? This episode is brought to you by State Farm. We talk a lot about intentional decision-making, and that extends to the practical stuff too. Like making sure your coverage actually works for your life. State Farm is there to meet you where you are, and they know how sweet it is to feel good about your decisions. Talk to a State Farm agent today to learn how you can choose to bundle and save with a personal price plan. Like a good neighbor, State Farm is there. Prices are based on rating plans that vary by state, coverage options are selected by the customer, availability, amount of discounts and savings, and eligibility vary by state. This episode is brought to you by Wayfair. Home should be a place that feels like a sanctuary, a space that truly reflects who you are. But it can be challenging to balance
34:29 Jay Shetty? style, budget, and endless options. I was looking to create a dedicated calm space for my morning meditation and reading, but I was struggling to find pieces that felt grounding but could also stand up to daily use. I went on Wayfair and found a beautiful, solid wood accent chair and a bookshelf. Now that corner is my favorite place to anchor my day. The quality is incredible, it's built to last, and it completely shifted the energy of the room. Plus, you can shop with Wayfair Verified, where product specialists carefully vet items for quality and functionality, so you can shop with more confidence. And if putting it all together sounds like a headache, Wayfair can handle delivery, installation, and assembly. Join Wayfair Rewards today to get 5% back on every purchase and start
35:13 Jay Shetty? saving on your next home upgrade. Head to wayfair.com to shop all things home. That's W A Y F A I R dot com. Wayfair. Every style, every home. This episode is brought to you by Whole Foods Market. If you're talking about quality food, you can't forget Whole Foods Market, who've been holding themselves to the highest standards since they opened in 1980. That means you'll see thousands of organic products across their stores, from the produce department to the aisles. It also means you'll never see certain ingredients. They've banned artificial sweeteners and colors, high fructose corn syrup and more, so you can shop with peace of mind. Shop Whole Foods Market in-store or online.
35:57 Jay Shetty? Yeah, that's, that's, I'm so glad you picked that example because I think breakups can be so tough. Breakups, you know, like you said, they can be the most,
36:09 Jay Shetty? they can be the most like confusing times where you feel so lost and stuck and everything feels like it's falling apart. And to be able to rebuild from that and to recognize that that was a sign for you to find yourself and to actually go inward. But, but I love that you chose that example because I think, like I was saying, that so many people go through breakups and that breaks them, right? That really breaks them. And you saw it as an opportunity to have a breakthrough as to who you are. What do you think? Was it just the sheer pain of like, I need to figure my life out now that helped you get through that? Or were there other things?
36:51 Jay Shetty? What, what was that that really helped you figure out that that was a moment you needed to go inward?
36:56 Speaker 01 I think it was a few things. I think for one thing, it was definitely a little bit of pride and it was a lot of regret. I was really upset with myself that I allowed my, um, I allowed, I didn't put myself first because I was supporting my partner. And in supporting my partner, I wasn't able to fulfill my dreams. And then I was eventually like, I really didn't have any way to support myself. So I learned a lot in that sense, but I think that, um, I think that in general, I would just tell somebody that you have to understand exactly where you fall in life. And if you're in a relationship, that doesn't mean that your life isn't your own.
37:40 Speaker 01 For me, the moments where I realized I have to pick myself up by the bootstraps is when I didn't know how I was going to be able to afford my rent or my meals. Which was crazy because I came from living this A-list life and then all of a sudden it was just um not my life anymore and it was the best thing that ever happened to me. It was awesome and now I make my younger sister pay a little bit of rent because I want her to really understand that one she has to make ends meet in B one in B, two, she can, which are, that's a very important lesson in life to learn. You, you, you can. And I want her to feel that even though sometimes she, she tells me that that's messed up and just doesn't pay, but um
38:24 Speaker 01 it's still just the idea that I'm, I think I'm making her a better person, so it works for me.
38:30 Jay Shetty? How old is she?
38:32 Speaker 01 She's twenty, she's twenty-three and I'm not kidding you, she just does, sometimes she really just doesn't pay it.
38:43 Jay Shetty? I love, I love that you're outing her on the podcast. I love, I love that now everyone's gonna know she doesn't.
38:48 Speaker 01 Well, maybe this will help her to step up.
38:52 Jay Shetty? I love it. Yeah, Olivia, you mentioned there that that was where that entrepreneurial spirit, that desire came in. Tell us about some of the best entrepreneurial lessons you've learned over the last few years of building, you know, so many different businesses, ideas, ventures. Tell us about some of the lessons you've learned on that journey.
39:09 Speaker 01 Well, I think the first thing I've learned is that it's really, really, really, really hard and you have to be willing to put in the work. I think that I've always been the type of person to go above and beyond in terms of what I in terms, in terms of the time that I lend to certain things. I'm very thorough and, and, and I can't really in good faith, always say no to an opportunity. And to some people I've gotten before like, oh my gosh, she's so thirsty. That's another thing I'm, I'm a little insecure about, but um at the same time, that is why I was able to get success, I think, because I have a lot of,
39:49 Speaker 01 I have a lot of people who are, who are my, you know, my contemporaries and I look at them and it's like, we just didn't really give up. We didn't, we just kept going and every opportunity. Um, I really tried to, to approach with an open he- heart and an open mind and gratitude and just see what I can make, make of it. And um, I think that, that with that persistence, I was able to get the success and get to where I am now.
40:17 Jay Shetty? Yeah, definitely. I, I, I couldn't agree with you more. I think persistence and consistency are really underrated because they're not as cool or sexy or hot as, as ideas because it just means showing up, doing the same thing every day, even when you don't feel like it sometimes. I was, I was speaking about that to someone recently. They were like, Jay, what do you think's the best skill in the world? And I think, I said, I think the best skill in the world is to be able to do what you need to do, even when you don't feel like it. Because if you're waiting to feel like it all the time, you may never feel like it, or you may only feel like it once a week, but actually the more you do it and the more you practice it, you start actually falling in love with it more. And it starts with that desire of just that discipline and showing up.
41:01 Jay Shetty? How have you crafted discipline in your life? You know, I'm sure that so many areas of your life require discipline. Would you say that you're a disciplined person or would you say you're a bit more of a free spirit spontaneous person?
41:13 Speaker 01 Oh, I am incredibly disciplined. It's actually one of those double edged sword type of situations because I'm a bit of a perf- I'm a huge perfectionist. So um, that's what I mean by being super thorough. Like it takes me so long to do something because I just want to make sure it's perfect. And that is something that I work on because it's not, not the best quality. But um, I think that um, like you said, just showing up day after day and, and just like, you know, continuing to get back up when you feel down or when you're pushed down. I look at a lot of people that I admire and that's what they've done, that's what they're doing and that's why they are where they are. So I really try to practice that in my life, although it can be very challenging. And you sometimes think that the world does revolve around you when something bad happens,
41:56 Speaker 01 but it's really just, you know, this is not going to break me. I am going to get back up. I'm going to keep going. I don't know where I'm going, but I'm moving somewhere.
42:07 Jay Shetty? I love that. Do you know what I've, this is one of the reasons why I love the podcast, because you can follow someone online, you can, you know, you can look at their posts and how they write and everything. And then you can get an opportunity to sit with someone. And I really see on purpose as an excuse for me to sit down with people I find interesting. And I'm speaking to you today and I'm just like, wow, Olivia is just such a free spirited, spontaneous, fun-loving individual. Like, you know, you just like, I love how you like answering a question and then you switch direction, then you crack up at yourself. And then it will go somewhere else. And I'm like, it's just so real and so special. And, and I love that because I, I think we're all looking for that.
42:50 Jay Shetty? We all want to be that energetic self. Like how, have you always been this way when you're being interviewed? Or you're having a conversation? Or has this come with time where now you just, I just feel such a, and when I say confidence, I don't, I don't mean in an arrogant way. I, I genuinely feel like you just, you carry yourself in this way, which is just really disarming. And like, there's no barriers on either side.
43:12 Speaker 01 Oh, well, thank you. I think that, um, well, let me tell you, my, my code name or my nickname within my family is Oblivia. And a lot of my close friends can tell, to tell me that I have a way of blocking out things or circumstances, or, um, you know, kind of playing the, well, what do you mean by that person? Instead of, you know, challenging people. And I think that that goes hand in hand with my kind of carefree spirit. Because I really, really don't take myself too seriously. And for some people in my life, that can be very frustrating.
43:50 Speaker 01 But it is definitely a coping mechanism of sorts. I just feel like, um, I feel like life is more fun and, and more, um, you know, natural to me when I do have that more free spirited attitude. And it's something that I, I'm born with this, I think. I've always kind of been that way. Um, do I work at it? Yes, by constantly reminding myself, well, not constantly, but I just, you know, nobody, good news and bad news, nobody really cares, you know? I just don't take myself that seriously. And I think that doing something in the public eye, it can be crippling when you're constantly thinking about the way that you're going to be perceived, or the way that somebody's going to make you feel, because the way that they feel about what you did.
44:36 Speaker 01 And I've had, I've had windows of that type of experience and it's just not what the way that I want to live my life. It's not the, it's not the best version of myself. It's, it is crippling. It is debilitating. It's not great for your creativity. It's not great for your mental health and practicing that in living that way is, it's probably, you can tell me if it's a defense mechanism, but it works.
45:03 Jay Shetty? I, I actually think it comes across wonderfully. I don't, I don't think it's a defense mechanism. I, I, from, from what I'm experiencing through this interview is I'm just appreciating seeing someone who's just really comfortable in who they are. And, and I, I, I love that. Like that, that's something that I find really, something that I admire in other people because I know how hard that is. And, and I know how challenging that can be when you are in the public eye. So I just want you to know that I enjoy and appreciate it and for whatever it's worth. But yes, your, your, your energy is coming across wonderfully and I, I think everyone's going to really appreciate that because I think that's what we're all striving for. We're all striving to be ourselves in every scenario and not feel like we're trying
45:48 Jay Shetty? to be what everyone else wants us to be.
45:50 Speaker 01 Yeah. Yeah. I, I hope that I don't sound like an arrogant person, but
45:57 Jay Shetty? Oh, not, not
45:58 Speaker 01 No, well, it's not that I
46:00 Jay Shetty? Go on.
46:01 Speaker 01 Well, I'm just thinking it's not, it's really, yeah. Well, what am I trying to say here? See now I'm thinking too much. Oh no.
46:08 Jay Shetty? Yeah. Now I made you overthink. This is why you should not talk to me. This is, this is why we should not do podcasts because now you're overthinking it. No, I was honestly saying it as a genuine observation and I, there is no arrogance in there at all. I'm, it's not, it's not, it's not arrogance. It's just freedom. And, and I think, you know, freedom is, is, is everyone's right, right? It's not, it's not arrogance.
46:32 Speaker 01 Oh, well, thank you so much. That, that means a lot. I'm going to tell all of my friends and family to call me oblivia that you said that.
46:40 Jay Shetty? Do that, do that. Although I may start calling you Olivia because it's funny and I like it.
46:43 Speaker 01 I mean, go for it.
46:46 Jay Shetty? Olivia, you've just been, you've been so generous with your time, with your energy, with your spirit. Just, you know, I've, I've enjoyed connecting with you so much today. As you know, we end every On Purpose interview with a final five. So these questions have to be answered in one word to one sentence maximum. So it can be one sentence, but that's it. So Olivia, these are your final five. The first question is, what is the worst advice you've ever received?
47:14 Speaker 01 Cry harder.
47:17 Jay Shetty? What is the best advice you've ever received?
47:20 Speaker 01 Work hard and be a good person. My mom said that. Sweet.
47:24 Jay Shetty? What's the first thing you do when you wake up in the morning?
47:26 Speaker 01 I cuddle with my dog. I'm one of those people. And then, yep.
47:31 Jay Shetty? What's the last thing you do before you go to bed?
47:34 Speaker 01 Blow out my candle. Can't forget that.
47:37 Jay Shetty? And the fifth and final question, if you could make one law that everyone in the world had to follow, what would it be?
47:44 Speaker 01 Well, I think that smiling, okay, this is a one sentence thing. Everybody has to smile for at least an hour of their day. No, I just think if people smiled more, they'd have better attitudes, they'd be happier, they'd make better decisions. We'd have a better life and therefore every other law that was ever forced, or not forced, but you know, voted upon would be a positive change for the world. Because smiling is proven to make you happier.
48:13 Jay Shetty? Absolutely. That is a great law. We have never had that. So that's why I love that answer. And I think you're spot on. I've smiled a lot during this interview. I, I think smiling is one of the most underrated things in the world. I, I know what you mean. You're not asking us to smile for an hour and hold it consistently.
48:30 Speaker 01 No.
48:31 Jay Shetty? Overall, yeah, overall throughout the day, smile more.
48:35 Speaker 01 Have you ever been in a really bad mood and then you are told to smile and it just completely lifts you from that moment?
48:42 Jay Shetty? Absolutely, absolutely.
48:44 Speaker 01 So I think maybe we just raise all of our energy collectively as a species.
48:49 Jay Shetty? Yeah, I love that answer. Olivia, is there anything I haven't asked you that you want to share? Something that's on your heart or your mind that you really want to share with our community today?
48:57 Speaker 01 I just want to say thank you so much for having me and for the platform that you have and use to make us better people. Because I really do believe that. You're very inspiring and I'm very happy to be a part of it in some way.
49:11 Jay Shetty? No, thank you, Olivia. Well, I'm humbled and I'm grateful and I know that after listening to this episode, everyone's going to be smiling a lot, laughing a lot and experiencing that joy that you shared with us today. So, thank you so much and I look forward to meeting you in person one day and thank you to your whole team who's been wonderful to work with. So, thank you so much.
49:29 Speaker 01 Of course. Thank you so much.
49:31 Jay Shetty? Yeah, thanks, Olivia. Thank you, everyone who's been listening and watching today. Make sure that you tag me and Olivia in any of the nuggets of wisdom, the insights that stayed with you, anything that Olivia said that has resonated with you. Make sure you tag us on Instagram, on Twitter, or on any platform you're using so that we can see what connected with you. Thank you, everyone. We'll see you next time and a big thank you to Olivia. Olivia, thank you so much.
49:54 Speaker 01 Thank you so much and thank you guys listening.
50:05 Speaker 02 Ally here with cash when you need it. You know, for the taxi that saved you, the guy who helped you move. Wait, are you supposed to tip at the car wash? Don't be in... Ally's 75,000 fee-free ATMs mean you always have cash when you need it. Ally Bank Member FDIC.
50:21 Speaker 03 Mr. President, my company informed me of the explosion on our rig on October 2nd. Causing massive water displacement and triggering a tsunami. They all heap the blame on me. Tom Cruise is. Digger got us into this mess and Digger's gonna dig us up. From the director of Birdman and the revenant.
50:37 Speaker 04 What would happen if I stopped going? You start, you freeze to death, that's what...
50:41 Speaker 03 With great power comes great deniability.
50:45 Speaker 04 I'm not the first then.
50:46 Speaker 03 Digger. See the trailer online. Only in theaters October 2nd. Rated R. Under 17.9 minutes without parent.
50:51 Speaker 05 Espolone Tequila. Balanced, delicious. 100% agave, 0% eagle. Just add ice, lime, and your mouth. For real margarita, ride the rooster.
51:01 Speaker 03 Espolone Tequila, 40% alcohol by volume, 80 proof. Copyright 2026, California, America, New York, New York. Drink responsibly.
Previous 3 Reasons You Are Stuck in Your Comfort Zone and 4 Steps to Break Out Next 7 Ways to Be Productive Even When You're Tired Page updated October 26, 2026 · transcript and summary are machine-generated