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Travelwithlivii: How the Ultra-Rich Spend Their Money (& my secrets to be in the 1%)

1h 28m 38s

Travelwithlivii: How the Ultra-Rich Spend Their Money (& my secrets to be in the 1%)

Olivia Ferny is a globally recognized travel agent who rose from a small-town background to serve elite clients with high-stakes, personalized travel experiences. Despite having no prior connections or industry expertise, she built a successful business through relentless hustle, strategic networking, and authenticity. Her work with ultra-wealthy individuals, including celebrities and high-net-worth individuals, relies on a premium concierge model where clients pay $100,000 annually for exclusive, stress-free service—often requiring a minimum $1.5 million travel spend. A key part of her appeal is her viral "phone call" skits, which blend real client chaos with humor, creating relatable, engaging content that fuels her massive social media following. She emphasizes that success requires emotional intelligence, self-awareness, and overcoming fears—especially around financial exposure and personal vulnerability. Olivia credits her growth to being genuine, showing up confidently in high-pressure environments, and learning through constant interaction. She challenges the notion that money doesn’t bring happiness, arguing instead that it enables freedom, better relationships, and personal growth. Her journey reflects a broader shift in the luxury economy, where wealth is increasingly concentrated among a select few, and those who can navigate it with confidence and authenticity—like Olivia—can build both financial success and meaningful communities. Her story embodies a powerful message: success in high-stakes industries is not just about money, but about self-empowerment, resilience, and the courage to be unapologetically oneself.

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- Was this the most insane demand you were ever given to go and fetch a lobster? - No, people are paying us $100,000 to handle their requests. It is not my job to judge, it's my job to execute. I am one of the most well-known travel agents in the world. What would you be doing if you weren't doing this? - Supermodel. I posted a video once my world kind of exploded very quickly. - What did you sacrifice to get to the place where you've had so much success? A guy I was seeing told me, "As a woman, you should not work "because you're never gonna be able to be feminine. "I sent him a photo of me on the private jet. "Just to let him know, girls can be boss-ass." It's like you for saying that. Now, fast forward, I have people that are coming up and are like, you've just created a space for me to go to when I get yelled at by my boss. Oh God, get me a tissue. I used to say that I was very lucky and that is a mistake as a woman. I do really good job at what I do and I'm taking credit for it. How do you walk into a room to own the room? The biggest thing that I always tell people is your life will change within a year. - What do you think about the saying, money doesn't buy happiness? - I disagree. - Can you talk a little bit about dating someone while you're working together? - Are the skits actually real that you do with your clients? (upbeat music) - In case you missed it, you're allowed to be hot, smart, and rich. So let's get into it. (upbeat music) Olivia Ferny, are you ready to get hot, smart, rich? - I'm so ready. - For someone that is not familiar with you, how would you describe who you are and what you do? - Usually my go-to is, "Hi, nice to meet you." You look really familiar. I go, "Can't have the girl that gets yelled at on the phone." And everyone's like, "Oh my God, I knew it!" And that is, that if you don't know me, I am the girl that gets yelled at over the phone. You've probably seen one of my videos. I am arguably one of the most well-known travel agents in the world right now. I work with the top celebrities, ultra-high net worth individuals, and I make magic happen on a daily basis. How does it feel to say I am one of the best in the world at what you do? It's so funny. It's so funny. I mean, we're gonna dive so deep into this, but we come from such similar beginnings, quite literally. Being in the place I am right now is so beyond shocking. Like, we're gonna hit hopefully a million followers while we're on this podcast today. We're like 1,200 away from a year ago, not really knowing where I was headed and what industry I was gonna go into, into now doing what I do and doing it. So while I'm being world-renowned and having like fans is, I like sobbed yesterday, just realizing all the things that have happened. It's so crazy to be like a small town girl that's living in this world. Like, I'm just beyond grateful. It's crazy. My whole life was changed. You are giving such HSR energy right now, and I feel like it's so unapologetically you. I'm so excited to dive into this, but I would be doing such a disservice to the people that are obsessed with you that have put questions into my ears of what they want to ask you. Oh, please. First one, are the skits actually real that you do with your clients? Everybody's favorite question. I know, I know. So we do have a small percentage of clients. I'm always so upfront about this. I feel like there's a lot of people in social media that do skits and it helps build their businesses or they're just doing it for followers. For me, it's a very real business. It's something that my business partner has done for 14 years now. And when we started the calls, we did actually start fully as like reenactments. So the original call, I had a girl that wasn't even a client of mine call and just like scream at me and Troy. And Troy, I love to say credit for her, but Troy actually is the one that kind of came up with the original idea. He, we put the phone down and he's like, you gotta, we gotta do something with this. Like this is absolutely insane. Like insane. So I called my mom. I was like, hey, here's what just happened. Can you call me back and like put a little twang in your voice? She called, I posted it 20 million views up like 100,000 followers in two, three days. That was like holy shit. Okay, so we started, we go to the black book. I'm like, what's the crazy shit we've had in the last year? And we just started regurgitating all these stories. I'm not an incredibly creative person. I can execute very well, but everyone's like, you're so creative. I'm like, you can't come up with this shit. This is real life stuff. The stuff that you don't see on camera is probably about 30 to 40% more aggressive than what you do see way crazier, but obviously there are NDAs and certain clients that I could not even fake names and change those situations. So there are a percentage of the calls that are reenactments, but as time has gone on and we've continued to blow up on social, I now have clients that have come to us because it's like a below deck scenario. Like they want to be a part of the calls. Those clients are my favorite people. You know who you are. I love you, but yeah, it's a bit of a mix now, which is crazy to me because I never thought we'd have clients that would be actually interested in participating, but like they eat it up. Okay, so you just said something like, this is a very risky thing that you guys started doing. It was like a huge bet on like, oh my God, our clients gonna be really turned off by this or are they going to love it? Would you say that you were a very risk-inverse child or did you like taking risks in your little? I'm a nut job. I'm insane. I have zero fear of failure whatsoever until it happens and then it sucks, of course it sucks for everybody, but I just like jump first, ask questions later. Like I'd probably jump out of a plane without a parachute and not think about it till I'm like a thousand feet down. So yeah, I just, I was like, screw it. We'll go for it. When I came on to talk to your travel, I didn't have this like book of business. So for me, it was a lot less risk here for Troy. He's probably like, wait shit, you actually did it. Very problematic. So my clients have all kind of like my big boys have all come from the social media stuff. So for me, it's done nothing but wonders. We have clients now that I think are almost nervous to get mad at me because of the calls, which has been a really funny phenomenon recently. I love that. Like you could tell they get a little snippy and they're like, oh, look by the way, I'm like so sorry. I said that. Yeah. Okay, funny. So you came into this industry with basically no connections, no expertise, just diving head first. Were you around wealthy people previously or was this like a completely new experience for you? Beyond completely new. Like I am a marketer at heart. I've never really been a sales girl. I think anybody that's in marketing is kind of like sales and marketing goes so hand in hand. But when I moved out here, I met Troy. I was really trying to figure out a way to come to America. Like there's so much money out here. I want my next big adventure to be out here. I'll take any job I can. Quite literally. If somebody hired me to sweep the streets, I probably would have done it for a visa. But I met Troy and I was like, this is the sickest business I have ever heard about and it was so quiet. So naturally my wheels started spinning. I'm like, let me get involved. I will sell enough to at least cover my salary, but just give me a year and let me see what happens. First six months fell flat on my face. Like sales in general, usually about a year before you can start to make any return on all of your networking. Even if you're going out every day, luxury sales. Oh my God, are there barriers to entry? Like you can't just walk into a room with all these billionaires and be like, hi, Liv, great to meet you. Take my business. It doesn't work that way. So it took a long time. Luckily, Troy's book of business did help a little bit. I was able to get myself into the rooms, being a Miami, being a young pretty girl, the hot part of hot smart rich is very important sometimes. So there's certain ways that I was able to kind of snake my way in there. But then yeah, it took like six, seven months before somebody finally gave me a chance. And then sales started to build like crazy after that. But what I didn't realize is at the same time, the social was taking off. And I wasn't really like paying attention to it. It was so focused on go, go, go, make a sale, make a sale that like this side of the business was going great. And then all of a sudden I'm like, holy shit, we have like 600,000 followers. And then like huge people started to trickle in from there as well. So it was just like all at once. My world kind of exploded very quickly. I think a lot of people listening to this can relate to the not feeling like they have the deck of cards stacked in their favor and wanting to do something. And you said something really important for people to listen to, which is like using your assets to your advantage. It is something I have watched every single wealthy person around me do. What does it take for you to understand what your value is and then to be able to exploit that for your own value and your own benefit? I mean, I think as a woman, I don't know about a man as much, but for women, you need to actually understand what you're good at. That's huge. There's a lot of us out there that are like, I really enjoy making jewelry. I like making handbags. Doesn't mean you're good at it, unfortunately. So I think if you take time to really see like, I think the universe, God, whatever the world shows you, what you're good at because it allows you to be really good at it very quickly. So in a scenario like this, I'm like struggling with all these things, trying to figure it out. But then I start hitting the ground running with this and I'm like, I don't know that I'm going to be a great traveler agent. I am the most geographically challenged human on planet Earth. So it really did not align. But then the world just started like success, success, success. So much money started flowing and I'm like, holy shit, okay, this might not be exactly what you're super passionate about right now. But damn, you're really good at it. And I think when you focus in on what you're good at and not necessarily what you like, you can find a way to kind of weave the two together. But it takes some like emotional intelligence to sit back with that and understand what your skills are and what you like and try and find some sort of like middle ground between the two. >> So you never envision being like in travel concierge and being a media entrepreneur. >> No, no, no, not at all. There was like a million other careers I probably would have picked for myself before this. >> What would you be doing if you weren't doing this? >> Super model. >> I mean, I've always loved marketing. I'm a corporate girl at heart. I just can't be in the office every day. So that lifestyle didn't really work for me, but I love a good boardroom. Any opportunity for me to sell something to old men makes me very happy. And not in like only fan sense, but like a way that I have to walk into a boardroom and tell people who think they're so much better than me that they need to buy something from me. And then doing it in the end, there's nothing, there's no better high for me than that. Like selling things to people that don't think they need things is like, I don't know. I'd probably be doing something in sales. - Sitting where you are now. What are the hidden costs that you have had to sacrifice to get to the place where you've had so much success so quickly? - You have to look the part, I think is very important. Now, anybody that watches my videos knows that, like, I do dress like a 14 year old mom with not that a 14 year old would be a mom, but I dress like a mom in a minivan with four kids is when I'm getting I'm in Lulemon leggings all the time and big baggy sweaters and my hair isn't a bun, like over here, but that's when I'm at home and I'm typing away and getting shit done. But when you are out in these rooms, like, I have invested in beautiful suits. Nothing you need to spend tens of thousands of dollars and get a Tomfort suit for every time you go out, but like, you need impeccable business clothes, you need to show up looking correct, you don't want to wear jeans to certain meetings, you need to know how to act and how to shake people's hand properly. Like, that's even, that's a super basic thing that a lot of young people don't know how to do whatsoever and like, those types of things take time and time is very valuable, but you need to sacrifice time and listen to podcasts and get to know the right music and make sure that you don't get to drunk in public, learn how to drink. Like, there are so many things that you need to educate yourself and spend time learning when you're working with a crowd like that, but you also need to take time to stand in the back of the crowd and watch them because you're not going to walk in there thinking, "Oh, I watched this session. I know how to act around these people." Like, you're going to be screwed. That's not going to work out well for you. So, I think that's a huge thing. And yeah, like I said, with the clothing and stuff, having your hair and makeup done, investing in making yourself look beautiful, and I think it's my body soul. Like, those are investments that take time and are definitely a cost of getting into these types of industries. Get to upgrade yourself. - How do you walk into a room to own the room? - I'm a Smiler. That's usually my biggest thing. I think it's like a, maybe just a Canadian thing, like Canadians are very smiley. So that could be it, but like, when I walk in, that is the biggest way to disarm people. Like, I shake a hand. I always grab a forearm when I shake your hand as well if it's in a big business meeting. - I am. - Yeah, of course. So if we walk in, we'd go like, it's like, "It's so nice to meet you." And that like brings the men a little bit more, I think. That is like my one thing. Always shake like that. Take like a lingering eye contact and smile. People are so caught up and worried about what they're doing in scenarios, I think, all the time that when you come in with a bright smiley face, like, it's very disarming for people. It usually goes the long way. - Okay, we're gonna get really specific because one of my biggest questions I get is, what is the first thing you say to someone when you're trying to impress them? And I'm very big on not asking someone what they do as the first question because I think immediately it puts people into like, am I gonna plan to my ego? Am I not gonna plan to my ego? What is the best thing that every single person listening to this can start a new conversation with? - Oh my God, I say it to every single person. I always walk up and compliment a very specific piece of somebody's outfit. Everybody's usually, as I just mentioned, a little bit nervous about what they're looking, what their hair looks like, their makeup. So if you can find, no, don't just be like, oh my God, I love your dress. It's so nice. I would go up to a girl. There was a lovely woman in a turquoise dress at zero bond yesterday and I walked up to her right away and mentioned that it was turquoise and that color looks so beautiful against her skin tone, like what a lovely choice. 'Cause then she feels like she picked out something that was very beneficial to her outfit and then she feels like she feels great and her energy is gonna be up and she's gonna be easier to, you know, converse with. So something like that, something as simple as a nail color. Where did you get that ring? That's so special. That makes your fingers look fantastic. Like always go a little bit into it. I think it can be weird if you're like a man that tries to walk into the room and do that, but like for women that it always works for me very well. So I apologize if I've done that to anybody. (laughing) I was gonna say like, is it genuine? Yeah, well, usually yes. It's not like I'm walking in and telling somebody that looks horrible that they look really good but I try and figure out something that I actually like really did connect with on that person. I'm not just like making it up completely at a thin air but I think that also goes a long way too. If you're just like, if I'm like, oh, your hair looks really nice today, it's probably not gonna land the same. Totally. Yeah. So you have no experience, you have no connections. You know, nothing about this luxury consumer. Are you familiar with this K-shaped economy that we have right now? Oh my gosh, I've been talking about it like crazy. Yes, okay. Okay, so for people that aren't familiar with what a K-shaped economy is, can you describe a little bit about where we are economically and why you are perfectly positioned for where the economy is going? I mean, it's a sad conversation. I think unfortunately my parents are both teachers and the middle class is really screwed in these scenarios. Luckily, both my parents are retiring like this year. So I feel nice that they're gonna have their savings and their retirement funds, golden handcuffs of teaching. But for everybody else, the luxury markets are absolutely skyrocketing. The people that are wealthy are gonna become 10 times more wealthy and that is the K-tip. And unfortunately, for the majority of the middle class, that leaves them in the space where they have to kind of choose A or B and most of them don't have the resources, money, time, anything to stay. So they will fall into poverty, which is very unfortunate. But for people that are in luxury markets, this is the reason why you're seeing 16 new luxury boutique hotels open up like just in Miami, New York and LA this year. There's so much money and people are willing to spend so much. And I don't know if it's a combination of like social media and just what the government is doing and all the different things, but it's blowing. And we have no idea when it's gonna stop. We've never seen the economy do something like this before. It's a different type of recession, I would say, is kind of what we're facing right now. But for people that are in the luxury market, it's a fantastic place to be in a great investment to make. So let's focus on the positives here with you and your industry talking about this K-shaped economy. Someone that's listening to this is like, okay, this is a macro consumer trend, which is very important for people to be watching. So like having those premium price products are actually not enough anymore. It's like you actually have to go ultra premium or almost like very, very, very mass market. Someone wants to break into the ultra premium market. Like what do they need to do to break into selling luxury to these types of clientele? - It depends on what you're selling. So let's come up with like an example product here. You wanna start like the ultimate IV clinic and you're like, I only wanna sell to the billionaires. Personally, I mean, first off, set yourself up for a year. Just understand that you're probably not even gonna meet the people you need to meet for at least a year. This is very kind of tough for me to say because it's been so nice social media for me has been absolutely amazing and so good for me. And I've met so many very, very wealthy people through it. But I don't think that it works for everybody and marketing on social media and luxury markets is usually a very bad idea. I think you can do it very, very well and spend a lot of money and get incredible branding and PR firms around it. But most of the time it can come off as cheesy or you can offend the buyer, especially in a service market. So I wouldn't recommend it. I would really just start like your networking needs to be very strategic. The biggest thing that I always tell people is go sit where your client is. I mean, it's just so simple. And you hear this from a lot of people. I think new generations don't go and talk to people enough. So like, how often is anybody that's listening? How often are you walking into an elevator and scrolling on your phone? We know you have no service, but you're just scrolling anyway. You didn't talk to a single person, not that the elevator is somewhere you're gonna meet someone, but like go to, if you're in Miami, go to the bar at Satai, go to Faena, get a membership at Bath Club, go sit in these places and talk to as many people as humanly possible. I think like six months of being in those circles. And I mean, that information's online. You don't need to talk to somebody like me to know where the wealthy people are going. Go sit, go sit and talk, and make good conversation with people like your life will change within a year and guarantee it. When I was wanting to launch a fund, I went to a breakfast coffee meeting with this guy who was really direct and really abrasive. And I was like, how do I meet the people though that are gonna invest into my fund? He goes, I hate to tell you, but you need to be friends with rich people's kids and or go to events that rich people are at. So can F1 races, that is where you will meet these people and you will develop relationships. For someone that's like, okay, I have big goals. I need to raise money for my company. I wanna raise a fund like where are those hotspots that are happening this year? Like this episode goes out and they can book a trip and make it happen. Where are the ones that people are primed to also do business while they're having fun? Miami F1 is a little bit more party. So usually I would say no to that one. I think Vegas F1, also of course tons of party. But if you go, you don't even need to be able to afford to stay at like go to F1. If you can afford to, even, I mean, you shouldn't be doing this, but if you even go to the win and encore in Vegas and just circle, you will meet the craziest people at that hotel during F1, like outrageous. So that's in November. So I would always recommend that one. Tennis is really great. Even just going to like the Miami Open. That's a cheap like $50 ticket. You can go in, meet some really, really cool people. Wimbledon, all the tennis stuff is very safe, but very expensive. So I know that stuff is sometimes hard for people. I mean, Super Bowl is kind of like a sneaky one. And you don't need a ticket. Get an Airbnb, little bit outside the city, spend like Thursday through Sunday at Super Bowl. That usually for me is, I can up my business by 10% being at Super Bowl every year. And I don't like football, not a big fan. I will never miss Super Bowl. It's good. How do you feel about the saying, "Fake it till you make it." Yes, all I can say is yes. I actually got a text from an old employee of mine from my last company and she just was like, "Sang, congratulations on the engagement." And the end of her text said, "We, I remember in Giggle, us walking into business meetings that we had no business being in our heads were so high, they would touch the roof. And I still can't believe we closed some of that." Like so proud of us. I mean, we were like 18 years old and we were walking into these big boardrooms in Toronto and just like, "By my business, it was crazy." And that confidence goes so far. Confidence goes so far. Like, there's a lot of bullshit out there now and you gotta be careful 'cause I think social media is making people a little bit too confident. I think back yourself with a little bit of education. But like, even if you know 20% what you're talking about and 80% as cost. like you've got the world at your fingertips. They could so you may get all day long, all day long, but educate when you get there. Make sure that you can back it up as you continue to grow. That's what I will say about that. Where do you feel like you're out with that spectrum right now? Probably like an eight out of 10 on the education side. Now I feel like we've done it. Like I'm sitting in these rooms, I have clients that spend more money than I can even comprehend on trips. It's, we have like a, I mean, not that the business has ever not been legitimate, but I, of course, when we started the social media stuff, I'm like, I have no idea what I'm talking about. This is very new. It was that six, seven months of, of fake it, and then once everything started to take off, I'm like, I have billionaire clients who want very specific things, and I need to be in all these major markets, doing all these things. I'm out talking to people in the industry, like I know every single hospitality, professional in like any major city. I have great relationships with all these people. I'm talking to the people at American Airlines, at Delta United, like I know everybody, and I'm very highly educated about what I do now, but that took a minute. So definitely fake to tell I made it in the beginning, but I was backed by Troy, which helps it. That's kind of like an unfair advantage that I had, which I will admit. Definitely feeling like 80 out of 100, still have some work to do and growth to do in the space, but I feel pretty good about what I do now. - I feel like I'm gonna diligence your situation a little bit because I'm so interested in this space in general to understand, like, top to your travel. So when you joined, what was it, and what has it grown into today? It's completely shifted. Like, it's insane. It's so I'm so proud of Troy to watch everything that's happened. It's been so cool to do as a couple. So when he started, the business basically was run on a bit of an affiliate model. So any major like EA, chief of staff, hospitality hosts, so like the nightlife guys in Vegas, they have these huge, huge whales come into town, and they will spend $500,000 at the club in one night. These guys need a place to stay. Troy has amazing connections, and we've got awesome contracts with big hotels. So he's able to get the client. Let's say it's like, on 100K duplex for the weekend, and he'll get it for like 60K from the hotel, and then he can give it to the client at 90K. Client still saves 10G's, and then we've got this extra bit of margin that we can split up between the nightlife host and ourselves. So that was a great like affiliate model. He's got, he had over 1,500 affiliates running around, doing this for him. It was a very successful business before me. With that model, you cannot be selective about the people you're working with whatsoever, which means we're getting screamed at constantly. There's a lot of like, just ridiculous stuff, crazy asks, and exhaustion. Like when I started taking off a little bit, I wasn't sleeping whatsoever. Like I was going about at 2am, waking up at 4, it's people screaming at me over the phone, up again at 6, just to get the day going. Like could not sleep was so stressed out losing hair. And now, fast forward, like almost a year and a half, two years, we have the smallest book of business. Like we're continuing to downsize all the time. Our clients are spending more asking for less and we're able to get rid of the people we don't like. Which is great. I sleep happily eight hours a night. I wake up for lax. I can go to a yoga class without having a full blown panic attack that my phone's off. We've launched the Concierge Plus program, which is like a flat retainer for the year. So people are paying us $100,000 to handle their requests. And then just $100,000 just to be a part of it. Just to be a part of it. And then the spend, I mean, we tend to ask for one to 1.5 minimum spend, 1.5 million. But we have some clients that pay it and only talk to us like once a month and they have very little requests. And I'm like, that's also OK. I love working with you and you don't ask for much. So why would I ever decline that client? Just because they're not spending several million dollars, they're very easy to work with. So now we're just in a space of like a lot more peace, making a lot more money, and servicing our clients to like an extremely high level, which I think is, again, back to that K-type economy like that is what everybody is going to start to be expecting, like the most white glove of white glove service because everybody's going to try and shift into that market. So I think we're in a very good place there. Totally. Yeah. So OK, you have $100,000 minimum just flat feed to top tier. Then you have a 1.2 or 1.5 million dollar spending expense on actual accommodations, travels, things of that nature. Yeah. So the minimum that people have to spend is 1.5 million dollars on travel to be a part of top tier in addition to the $100,000 flat fee. Yeah. But we will. That being said, I always say that with a caveat, it is on a per client basis. We have several interviews. And we talk to your chief of staff. We talk to your wife. We talk to you. Because if I feel like you're a really good fit and I really like you, that's OK. Have you ever felt like coming from small town, Canada, to teach your parents? It's hard to be around that level of wealth sometimes, especially when the demands can sometimes feel so outlandish, so out of touch with what's going on. How do you balance holding those emotions at the same time? Yeah, those are the days when I kind of have to go sit on my couch on Sunday and just sit through it. There's a lot of-- there's just so much going on in the world. And sometimes I'm around all these crazy things. And you'll hear there are people that have more money than I actually understand. Just millions, if not, billions of dollars. And they call themselves poor. They're like, oh, yeah, well, I was with accent on Tuesday and be on Wednesday. And they're just so rich. I'm so poor. I'm like, if you're poor, what am I? What are my parents? What are my grandparents? I don't think that a lot of people understand how tight net the bubble is up there. And we sit. I actually request I hear from clients quite a bit is that they want to stay in their bubble. They don't want to know what else is going on. They don't want to be around other people. And that's how the 0.01% lives. It's just in this bubble away from everything else. So when I spend too much time around that, sometimes it is a little bit shocking or I'll go home. And my mom's like, you need to touch grass. Why are you talking about a private jet? I don't care what a G7 is. Like, you're right. I'm so sorry. I don't know why we're talking about this. I'll go pick some garlic from the farm. It's just crazy. Yeah, it's been interesting, for sure. We go sometimes. Take a breather. How do you bounce back when a client is yelling at you, is upset? How do you handle that dynamic? It's kind of changed for me. I think at the beginning, I snap. And I get really freaked out. And I'm yelling at Troy. I'm like, you need to fix this right now. I can't fix this. I'm like so sporadic. I, my biggest nightmare in life, probably similar to you, is making somebody special experience, not perfect. Like, if you're on a birthday trip or an engagement trip, or like, honestly, even just a Tuesday, and I haven't made it perfect. And it's my fault, devastation. Like, my life is over. So that was really tough for me. I think I've just been punched in the face so many times. My clients now, I'm totally unfazed. It's just like, you hear older women in any industry as they get older, you're like, how does that not affect you? And they're like, oh, you just, you get tough. Like, you build the chest that has started to happen to me, and I'm starting to understand. And I want to always keep that softness, 'cause I feel like it's really important for all of us to have empathy and be soft humans. It's important as females to have that. But you get, should I kick it enough? Like, you're gonna build a wall. You're gonna get tough, and that's kind of just what I think what's happened. 'Cause it's not, it's kind of bouncing off a little bit more. For me, I'm not like crying about it anymore. So, I mean, it's kind of nice. But, are you a cryer? Total cryer. You're full of sob. In the shower, though. Like, big shark cryer. Not crying at work. No, no, no, no, would never. Would you ever cry in front of the client? Oh God, no. No, suck that shit up. No. Okay, yeah, would never, would never, would never. At home, absolutely. But not in public, yeah. Are most of your clients men? Yeah. And what is the dynamic that they have with their wives, and like, who influences decisions, and like, where they're going? What you're doing. What's your choice? Wife is gatekeeper, 99% of the times. Yeah, she, that is like, usually after initial call, we always make jokes usually on the first call. 'Cause it's like, well, we gotta check with the gatekeeper. Like, that's a word that I use very consistently at calls. And, yeah, the women are making the final decisions always. A lot of times, like, if they're staying at home to they design the life. So, it's like, yeah, I don't care where we go. My wife wants really nice vacation, let's go on a really nice vacation wherever she wants to do it. She also usually knows what the schedule is of like, the kids, the nannies, the dad. So, yeah, they're usually designing everything, unless it's on the corporate side, but yeah. Can we take a moment to talk about the least glamorous, but most important part of building a business, your systems. I see so many founders and CEOs in my ecosystem who are building incredible businesses, but their back end is just chaotic. To the point where deals will literally go cold, because no one is keeping track of where things are at. So, if that's your business, you really ought to think about switching to our sponsor, Pipedrive. A simple and smart CRM for small and medium sized businesses. That's easy to use, because it's all centered around a visual pipeline. So, you can see every deal, what stage it's in, and what needs to happen next. Angels, if your ambition is big, like I know it is, your systems need to match. Head to pipedrive.com/hsr to get started with a 30-day free trial. No credit card or payment needed. 100,000 companies are already using it, so why not join them? That's pipedrive.com/hsr. - Okay, can we talk a little bit about this matrix that I'm obsessed with, which is like wealthy rich fame. - Okay. - I think there's a very big difference between wealthy rich and fame. If you had to break this down, what would it be? If famous people are poor, most of the time. Poor and poor in my business. I actually feel really bad for a lot of people in like the reality TV space, because some of them are really famous in getting photos taken of them all the time, and they actually don't have a lot of money. Like, we don't pay reality TV stars to go on shows most of the time, or they're making like five or six grand a season. There's outliers to that, but a lot of famous people don't have money. And then there's, The famous people that do have money. They're like a less celebrities. Those people are good to work with often difficult if they're super famous because they have very intense riders if you don't know what a rider is they shop with either assistant gives me a sheet of paper six pages long They have me grocery shop every little detail they want. They don't have it We've got to source it by the time they get there and Usually they don't eat any of it Why did I just put 400 pounds of gummy bears in your closet? I'll never know But there's just yeah, there's a lot of interesting. I think I stay entertained on that side of the business for sure But I really like working with people that are Extremely wealthy and nice that that also was a weird misconception We have this whole thing going on that we think every wealthy person's like really unhappy and like hates their wife and She's on their wife and hates their kids and all this stuff the world is not what we saw in succession So we're gonna up again like there's of course stuff like that out there But there's a lot of really awesome wealthy people too and I mean wealthy and rich kind of Go back and forth if you mean rich in the sense of like the rented Lamborghini Instagram rich people Those people aren't great. I don't usually even take calls with those people But there's a huge spectrum of wealth, right? Like if you make a million dollars a year and you want to spend 10% of your income on my services That's okay. I don't see the point of that I think that's a little bit too much money for you to be spending and odds are you're gonna get a little bit of like post-purchase anxiety and yell at me So we'll probably not work together my service is more for people that are you know worth over a hundred million, but You never know if it's the right client will figure it out But those are yeah, those are three big pillars with a lot of Weirdness going on between them for sure. What do you want your thoughts on that if I could have my ideal situation? I would a thousand percent choose to be ultra wealthy and be completely unknown I know like I think that is the biggest flax of life to be able to like build wealth in these unsexy industries and I think The caveat to that is like for a lot of females the creator economy has created wealth for us in a way that like Hasn't been available in the same way in in the past I believe even to your point like most of the people that are worth over a hundred million dollars like they are men and Yeah, we women now I think with the creator economy finally have the opportunity to build wealth in a different way And so for me of course like there is that tradeoff of like having a mission and having a purpose like I do with hot smart Rich helping women like talk about money feel more comfortable Which we love and appreciate you. Yes It's like I want to get rich together and share what I'm learning and I'm in these insane rooms And I was like why would I keep this for myself? Why would I keep my connections if you're DMing me on Instagram? About investing like come on the podcast. Let's talk about money. Let's talk about wealth There is a duty. I feel to that But I do think that with theme there comes a lot of things where and I'm not calling myself famous for my haters But like there are trade-offs that you have where it's like You are open to scrutiny you are open to the haters and that is it doesn't go away I feel it's interesting based on the industry that you're in and I think the traditional famous people That were built via gatekeepers and a different era of media Have it a lot worse than I think craters do because we can control our own narrative We have that direct relationship with our community. They know who we are. How would you describe the community who follows travel with Livy? My favorite question ever they are Mostly over the age of 30. I would say my my main audience is women in like 30 to 55 which is Epic that's that's the only reason there's conversion on this by the way I think that's what it is because as I said the luxury markets on social media Terrifying not always a smart decision. So that's that's probably why and like I get so emotional about meeting these people like they come up. I can't even they're like I get so like it's just been a long it's been a long weekend very Touching oh god actually It's so cool like I have people that are coming up and are like you've just created a space for me to like go to work And when I get yelled up on my boss be like I've got this let me like channel live and let me do that and it's oh God get me a tissue Yeah, yeah, it's crazy like to know that you're inspiring people actually go up and do something and at their age as well Like the age is so just a number like we you can at any point in your life whether you are 15 years old or 70 years old start a business and kick ass and deal with people's bullshit and make money from it and to be able to be a part of That in any way makes me like so touched. It's just again It's it's crazy to come from where I come from and be have access to all of this money and be making it myself and Have a community of people that just like adore me and genuinely think we're best friends without even meeting each other It's crazy. How do you feel like you've been able to cultivate that community like someone that's listening to this is like I can do this too and inspire people in a way that has purpose and has mission. Yeah How would you break down Developing a cult like community where people are coming up to you on the street and telling you about the impact you're having on their lives It sounds so cheesy because I feel like everybody says this but like Be you be you there's no other way to do it There are five thousand probably five million other people looking at the influencers online online and trying to replicate that I'm like. I'm an idiot. I run around. I'm dancing like a toddler all the time I'm just like in my leggings doing my thing But I'm really good at dealing with people stuff and I'm good at sales. I'm good at marketing and Showing all of those things that little like live sphere to the world has somehow created that so not that it was on purpose I think that I wasn't necessarily fully myself when I started posting the videos, but That has created the cult like communities like these people would do or die for me and vice versa Like your fans or everything. That's all I can really say about it like They're just they're the best and the only reason I have that is because I've just been like a little Stupid Canadian right around laughing and dancing and just being me. It's it Are you afraid of the word attention? Or do you like the word attention? That depends on what context. What's the first and that came to your head? I don't know why I just like flashed the club and guys were attacking me Like oh god, no not today not today. I like attention I think you said it really well though like the beauty of life is to be super rich and have no one know who you are That's the top tier of success for me. I can't imagine anything better You don't want to go to the grocery store and have people come up and take photos of you I'll do it because it's totally awesome and I love meeting these people and you know It's just part of the community. I built it's a trade-off I almost think it's like they always say you sell your soul to the devil and Hollywood I think that that's kind of like what my brain Relates it to I don't feel like I've done it that way because I don't I'm not famous enough I'm gonna like you know mobbed in the streets or anything But people that are so famous like that must be hell you can even get your nails done without people taking videos of you Like that's a crazy hellish on earth trade-off to be that famous and probably still dealing with money problems here and there So yeah, so it's crazy to me. What do you think about the saying? Money doesn't buy happiness. I disagree I do too. I'd like to hear your thoughts Yes, yes, I disagree. I thought a hundred thousand dollars like two years ago was a lot of money I thought I was like really rich. It's like this is really awesome I'm making more money than my parents did as teachers like this is it. I did it now I'm gonna make you know 20 x that and There are moments over the last couple months where especially before we started cutting down our client list where I was really stressed out and I was super depressed like Just every single day when you're not sleeping. I think it messes with a person psyche I didn't have time to meditate. I was like not going in the gym Just like skin breaking out all the things that happens when you're not loving yourself and not paying attention to yourself So like in that scenario when you're neglecting your mental and spiritual health I think that money will not buy happiness because like you're even on a yacht. You're still gonna be depressed but If you are taking care of yourself and you're You know trying to say in that like 60 to 80% healthy range and you have money It's awesome. It's super great, right? I agree. I always say like money doesn't buy happiness But it buys opportunity and I think like we in light it's about creating opportunities for yourself And so I fundamentally Thousand percent agree with you and I hate when people are like I'm not crying in a Honda Civic I'm crying in a ranger over years if you are that level of depressed like it doesn't matter what car You know, correct, but I feel like it's Money creates opportunities for you. It is a tool and I think women Traditionally have been really afraid of talking about money claiming being wealthy claiming wanting that and that's why like this Show exists is to be able to like really talk about it in a way that's not gross But it is like we should all be striving for this because it does create opportunities for you. It does I mean imagine you with kiddos Having three nannies being able to take vacations with your husband work on your relationship work on Like all the things in life spend time with your parents like people resent each other because in those positions I really do believe like I can't imagine if you have three kids at home and you don't have any help Like that must be how I don't know how my mom managed with two of us buyers like with with rotating to my dad and her And she had no help so I'm like of course you guys were probably fighting all the time. There's money issues there like that Makes people hate and resent each other, but if you have a little bit of money there I think it's easier to foster like good healthy relationships That was gonna bring me to like this Nepo baby conversation because I pay that like there's a lot of skits that you do Which is the children of these uber wealthy people and the demands are insane like My daughters on a four hundred thousand dollar trip. Please bring her budget it down to 300,000. Yeah. What is a NEPO baby really like? Just so everybody knows, there is like, trillions of dollars coming into NEPO kids right now. So back to our conversation about getting started in the luxury market, target those kids. You will make millions of dollars. They are, they're gonna flood the market. They have so much money and they spend it like brand new crypto rich kids. Like, there's no budgets ever. I kind of, when people are like, that's crazy, I can't believe it. I'm like, well, when your kid goes to the movies and you give them your credit card and you're like, hey, keep it under 50 bucks. And they spend 200 of it. You're like, dude, come on, what happened there? It's very similar. Their percentages are just, we're living in different worlds when it gets to numbers. They just have a couple extra zeros. But it's the same situation. So there's just more money involved. So people think it's crazy, but I love navigating those relationships. I feel like a family therapist and it's very satisfying for me to be able to communicate between like a dad and a daughter because if they went straight on, they might literally rip each other's heads off and I can get in there and be like, Hey, guys, we're good. I'm gonna do these calls for you. It's all gonna be fine. Then I feel like a little superhero in the family. I'm like, yes. Do they treat money differently though when you've made it yourself and you are self-made from when it's like passed down to you and you didn't necessarily understand the value of what went into creating that dollar? - There's a, do you know what the third generation thing? - No. - Okay, so everybody, it's just like a globe. - Oh, yes. - Yeah, usually by the third generation, the kid comes in and blows everything or gets into drugs or something happens to stir the pot basically and cause the money to all flow out. We don't see that in the Middle East. There's like 9, 10, 11 generations of families that are still just pumping billions of dollars through the family. So I don't know what's going wrong in America can it up but somehow we're making that happen. Yes and no, there's a lot of amazing people that are a little bit more like penny pinchers that are really wealthy that are like second or third generation. And then there's some new money people that like I'm going to be new money in this lifetime. You cannot get me to spend like a dollar on anything. I am the biggest penny pincher on planet earth. So I understand it but there is like a weird, there's a new money thing too where there's lots of young kids coming into like millions of dollars from social media after all these like new revenue streams that we've created and they blow money like no tomorrow. They'll buy like a BBL jet. They will spend $400,000 on a vacation and then just go back and sit on their laptops and make it all back in five seconds. - It's crazy what the world's doing right now. It's very interesting. - It is a crazy time to be alive. I also think it's a crazy dynamic when I'm sure you do this a lot and I'm interested if you do. Like someone that's made a lot of money that has a partner that comes in that's like from a totally different socioeconomic place. They really have different money rules. They came from maybe a scarcity mindset. Like how have you seen the best people approach that dynamic where it's coming from two totally different worlds. It is good to have that in business when you have somebody because you have experience on how to spend money which actually is a bit of a skill as well and not being scared to spend money in the right places but also knowing when to sit down when you're going to overboard. So that is very, that is a nice teeter-totter to have for sure. - Well, I would even say with my husband and I like we came into our marriage on like two totally different playing fields of like recognition, status, money. Like my husband is 14 years my senior and like he is incredibly successful. - Same, same, that's great, we're gonna get out. - This is Tom leading into the conversation. And I think it was a really interesting dynamic to navigate and there was a lot of, it was really hard. I've been very open about the podcast on even negotiating our prenup. Like it was, right, intense and there were things that I was protecting because I knew what my potential was and what I had started building with HSR and like the investing that I was doing before him. But there was also the part of me that was like I know that with the right partner, with the support, with the love that I'm gonna have some from someone, it's gonna go to the next level. And I think that every situation is so unique but we both approached it with like total transparency. Like our third date, my husband literally was like, my now husband by front of the time was like, you are gonna open up your bank accounts, you're gonna like for your business 'cause I wanted help, I'm gonna help you figure out what you're gonna do next. I'm gonna help you restructure your team and that level of financial nakedness, I don't think we would be in the position that we were in today if we had to have done that, which leads us to you and Troy. So Troy, baby Troy, oh my God. Troy's here watching this. Hi babe. Can you talk a little bit about who Troy is, how your dynamic started and then we'll go from there. What a story, oh my God. I wish we had this effect like we met on a grocery store. I don't know what's with me in grocery stores. I was like, my God too. We met in a movie theater. We had this nice romantic situation. We met at an event called Model Volleyball. I don't know if you've heard of it. It's like from LA I think was their original. So basically we get the hottest models from like the major cities. So Miami LA, we have all these different modeling agencies. They send their tall hot models. They play Beach Volleyball and then we pay for bottle service and watch them play volleyball and we get super drunk for like nine hours straight. It's fantastic. It's fantastic. It's the most Miami thing you've ever heard. But it's a fun day and this was during like, I had just gotten out of my company in Canada and I came down and was trying to figure out what I was doing next. And I had like two weeks left in America before I had to head back. So I was like, look for a husband. I'm like, what's going on here? We gotta figure this out. Any job, any boy. And I was kind of, I had a couple of guys I was seeing at the time and Troy came up to me and I was just scrummaging through my bag, looking for God knows what. And Troy came up to me and was like, hey, how are you? I was like, hi, you know, please, you know, get away, random man talking to me. And he's like, any chance you want to like come back and have a dance party at my house. And I'm like, oh red flag, how creepy is that? That's terrifying. And Miami, no, yeah, fair enough. So yeah, I was like, that's so bizarre. I got up, went for dinner and then Troy ended up sitting at dinner like beside me. And I'm like, this freak isoid. He has followed me all the way from a beach to the dinner. Turns out he was best friends with like everybody at the table. And I did end up going back to his house for the dance party later. The cops were called. There were three of us. There was a lot of music. We had a great time. And then that was kind of the beginning of it. I think I moved into his house like four days later and quite literally forced him to hire me maybe a week after that. And that's kind of, that's the history. It's very chaotic, very Miami. But I had no idea that you guys started dating at the same time that you started working together. Yeah, no, he's a psycho. I still can't believe, like I remember asking him. And he is like, that is Troy to his core. There is nobody more pure and like loves his family more than anything in the world would die for anyone in his circle, so kind, so giving. And like, would hire this random Canadian chick off the street to work for him a week into that stating. Like, that's crazy. No one should do that. All of this friends at family are like, this is a really bad idea. But I'm like, I know myself. I'm going to come in and kick ass. So like, at least if I break your heart, or you break mine, like, you're going to have more money. So you'll be fine. I don't think you believe me at the time, but like, you're welcome now. But yeah, it's been, it's been a hell of a ride. Is that how you pitched it to him? You're either going to fall in love with me or I'm going to make you more money? Yeah, I was like, you're not going to lose. This is, I'm going to take a job down here regardless. So you will see me again. But like, I think your business is great. I'm going to come in and rock this. I'm going to do really well. Like, let me try and figure it out. I'm really good at whatever I do. So I put my full heart into it. Like, I will die for your business and act like I'm a 50% owner, even if I'm not. Can't believe you believed me. But we're here now. So how did you guys handle the dynamic of like, the un-sexy parts of having a solid foundation working together and being romantically involved? Like, we're talking contracts. Like, how you're negotiating what you're going to get paid, while you're also trying to like, make out with him and develop a personal relationship. Financial conversations are very uncomfortable. But if you have them often, and you'll most schedule them and talk about finances, even when it sucks. Like, that's how you will pay the path to success with your partner. I think that's probably the most important thing. I actually think this is a really important point. I don't want to skip over because my husband and I, we just set up a family office venture fund where we're going to start investing together. And there were a couple of clauses in the operating agreement that like initially, I actually didn't love one of which I'm happy to share, which was like, initially it was drafted that he would have managerial approval. And he could like, do things without my approval. Yep. And I was like, that actually doesn't make me feel comfortable. There should be a two managers in this operating agreement. And I think it's really important for people, especially when they see these amazing relationships online. Like you and Troy, my relationship I've plastered is this like romantic thing, which it is. But there is also a side to our relationship where it is uncomfortable. We are going at things with two different negotiations and coming together. And I think that is such an important point that people need to realize because we are not two women that are just like, yeah, it's totally fine. Whatever you want to do, I'm like, I'm here at the negotiating table advocating for my rights for the worst possible situation. And I think people have to do that. So you kept him a secret for quite a while. I did. Yeah. Oh gosh, he was so mad. He's like, why are you gay keeping me? Why are you gay keeping me? I was really nervous. Yeah, I've really even talked about this. I think as a woman, I don't know if there's this weird thing inside of me that I believed that if I were to post Troy, I would lose like 40% of my followers. I really thought that. So I didn't tag him in anything. He was barely in my stories. There's that side of it, but there's also this piece of me that's like, I don't want people to have the, she's screwing her boss mindset, where it's like, this is why she's so successful. And there's lots of, I get so many messages like that all the time from like old men sitting in Pasadena that just decide to be assholes that day. But it's really fun. not either of those things. And I know that and he knows that. And that's all that matters. So now that I we finally did it, I freaked out. I posted our engagement stuff. I lost like 5,000 followers in 10 minutes. And I was like, oh my god, you're kidding. You're kidding. I knew this was going to happen. And then I checked back two hours later and I had gone up 40. So things are not always as you think they're going to be. And I don't know where that mindset comes from. Super embarrassed of it. It's just bizarre that I think the world is like going to come after me because I have a happy healthy relationship. But I really did. It totally proved me wrong. He was completely right. Everybody loves Troy. They're huge fans for you guys that work together 24/7. And like how do you find that balance to like be soft and take off the media entrepreneur, travel luxury concierge agent Olivia to be like his fiance and just like a girl. Alcohol. Good class of wine. It goes it really I think it comes like ebbs and flows. You know sometimes a business you're going to get crazy busy and then other days are going to be really nice. I notice and this is the craziest thing. I had a guy I was seeing like maybe four years ago and he told me he's like, as a woman, you should not work because you're never going to be able to be feminine. And I got in his face so bad like to the point where like I went on a private jet with a guy and I sent him a photo of me on the private jet and was like, oh, this is my private plane for my business. Like I was trying to one up him so hard just to let him know like girls can be boss ass bitches. Like fuck you for saying that. So I just I think the mindset there was off and the delivery was off. But as I get older, there's this crazy thing that I'm noticing as I work less and when I'm less stressed out, I am like the world's perfect housewife. I want to cook. I want to clean. I want to take care of my man. I want to spend time with my family. And when I'm stressed out, my cortisol is really high. I'm like nobody talk to me. Nobody look at me. Let me crush. And I feel a different high. But there are these weird like ebbs and flows that females go through in that capacity. Have you do you feel like that whenever? Yeah. Totally. Yeah. But I think for me having financial freedom and the ability to like say fuck you to any room that I'm not restricted in is like I will always have that in me based on like the dynamic I grew up with and just like seeing what I've seen. Like I need that financial freedom to be able to walk away. And I think when women have that huge they actually have better relationships. Yeah. But I agree with you. There are times where it's like when I am stressed out, like I don't do the best job leaving that at the door. And like when he comes home and like we've taken over the house, I have more rooms for my business in this house than he does. And as you should. But like taking off that boss hat and being in that feminine is difficult. It's a weird flip. It's a very weird flip. Have you thought about the wedding in terms of how you're going to leverage it as a creator? Honey. Of course. The first thing I'm like, okay, so are we doing a sponsored wedding? Or are we going to pay for this? I'm like, and I'm so sorry to all the women that, or if you're like this, if you've been designing your wedding dress since you were two years old, I could care less. I'm down to throwing a big party, do all the things. I like the way that you guys did the aloping situation here. I, that's a dream. I think that it's so private. Definitely want to do that. But we've got a lot of friends. We've got a lot of business people. So I'm sure we need to put them all in a room at some point. And I'll be damned if I spend my own money with zero return on a party that big. Like, it'll either be a top tier travel wedding, or I will get sponsored by one of our hotel partners and just blow it out of the water. I just can't imagine spending hundreds of thousands of dollars with something that has like zero return on my investment. Maybe a bit of happiness and some good photos. But like, I can do that any Saturday. Is that how you think about money now? Like, it has to be a return investment? 100%. And that everything I do is about how it's going to return every relationship, every, every penny I spend. Yeah. Do you think that some people will listen to that and be really turned off by it? Probably. Yeah. 100%. I think that everybody deals with money differently. As we said, money buys happiness. Of course, me buying a boat is not going to be a return on investment either. But there's certain scenarios that I just don't believe need to be such a waste of like a colossal waste of money. So, yeah, for me, I'm just, I'm constantly thinking about it in that sense. Like, I don't want to have a birthday party because I could throw a party for 20 grand. That's a brand party, which either I get paid for or I do a travel with livid activation. And then I'm making more money from it. So, I just can't, like, I cannot balance that very well. I struggle spending money on myself for things that I feel like are not bringing back more cash. I feel like that's a very common thing that a lot of creators think because they made their life work for them. And it's not two separate things. And I think there's people that want to do that. And then there's people that are like, that is my worst nightmare. I want to clock out at 5 p.m. and be able to go and do my hobbies and have like a totally different life. And I don't think that there's one right way or wrong way. No, if we were all in category A, the world would be a shit show. We need people in all these different walks of life to be able to operate a society. Totally. When you first reject me via DM, you were like, I need to start investing. So, how does it feel to get to a place that your clients are at where you're starting to diversify a portfolio? It's so cool. It's so cool. For me, it sounds very similar to you, the thought of being able to be a backbone for your community or your family is so cool to me. To know if anything that major ever happens, we've got cash. We have some money now and I can protect you. And I can buy you the watches that you really never like you've seen and all the things I get to spoil my people. And that's like, yeah, it's very, very cool. What have you learned from your clients about diversifying a portfolio? Something that I've noticed from my clients and something that I think people talk about before they come into money as well as this whole concept of the wealthy getting wealthier. I've noticed the opportunities for investing look a lot different than the opportunities for obvious reasons. We have clients now that will give us pre-series A deals. You get to get in at the ground up. There's opportunities for us to get in double as well. We can come in on an influencer front, like front for a sweat equity. And then I also can invest like there's so many things going on all the time and so many opportunities. And that's like the biggest piece that I've learned watching all of these people. Like they've created a little tight-knit community where all the good things kind of weave in and out of all these great people. And they're able to put together these teams of the most incredible people because there's the best marketer over here who's made millions of dollars and he can invest his own money. So he feels like he's got a crush on this company. There's the best guy at you know CPG stuff. There's the best girl that's going to crush all your sales. Like there's so many talented and wealthy people running around these circles that like their products are pretty much bound to succeed in a lot of these scenarios. So I have yet to find any that I'm like ready to jump on. But I'm definitely getting access to those deals now which is very interesting. But just watching the way it works I think is the most educational part about all of it. I never understood that that's what's kind of happening outside of just like the stock market. But I think this is why I have to like shout out what you've talked about through this whole episode for people that want to get in on it too because the best example of what you're talking about is recently long drink which just sold for over $300 million. And when you look at the investors on that cap table it is like all people that move culture. And like when you're talking about consumer brands and consumer investing it is moving culture. And so like there are brands that I fundamentally love. I believe in. And like I know they are not winners because of the way that they've been built and the people that are a part of it. And it's heartbreaking. You can clock it. You can clock it because it's like you can tell when the people have the connections. They know where to place the drink. They have the distribution. They know the nightlife guy. Like this is the game that people are so afraid to talk about. But like it is the real shit behind it. Look at it. Look at like Dave Gretman. Right. Look at that man. And by the way like not everything that he touches will work. No of course because he's involved in a thousand bajillion things all the time. But he's like got the mightest touch with some products. But it's because he's able to place like the man is a connecting genius. Like I posted a video for Poppy steak maybe a year ago within 20 minutes got my number called me. So come sit at my house. And I'm like he's like what do you want? And I'm like oh god this is this is where it happens. I'm going to be like sold to somebody. I'm like terrified. And he's like what do you need? And he connected me with like five CEOs within 30 minutes and had a lovely lunch. And was like great awesome. Call me again in six weeks and give me an update. And that's it. And just like never wants anything. I think he calls them like coupons or something. But it's it's all about giving and not expecting anything in return. But knowing that when you make somebody successful they will come back to you. So now are you like his Dave Gratman in your head someone that like you will die for? Yes. Yeah. You know when you own a piece of clothing that is so insanely comfortable that you swear to God you could wear it every single day for the rest of your life. Well that is literally what I have on right now. This is steady state super loft made by our incredible sponsor Lulu Lemon. You guys know I love Lulu Lemon because they're Canadian. I'm Canadian. It's one of those brands I trust because the quality is always so high. Lulu Lemon's easy five pant has been the dream to record in. It's a bit more structured but also has a great amount of stretch so it's perfect for days when I'm recording for a few hours. Now this is something I just learned which is crazy because I'm a Lulu Lemon connoisseur but they've been doing limited color runs with new styles and they drop every Tuesday. Lulu Lemon also offers free returns so there is no risk if you change your mind. Head to Lulu Lemon dot com for new drops every Tuesday before you watch the podcast on Wednesdays. That's Lulu Lemon dot com for the first half of my career. I wasn't allowed to take credit for my own work. I couldn't talk about what I was building, and I couldn't use my own voice. I absolutely hated it. One day, I decided that things had to change, so I became a creator myself. I built Hot Smart Rich as a platform where I could share my insights and own every single word. But if there's one thing I've learned, it's that growing and following requires consistency, which is a lot easier said than done. Stanley, the AI content machine developed by our sponsor Stan, would have been the biggest help to me when I was first starting our channel, because Stanley is specifically designed to make it easier for you to post content every single day. You connect it to your Instagram, it learns your tone of voice, and knows exactly what your audience is actually going to resonate and engage with. And it helps you create content based off of that. We just started using it on HSR, and it is unbelievable. Give Stanley a try for free at GetStanley.ai/Meckey. Do you think that people make their own opportunities or is their luck involved with this? So I used to say that I was very lucky, and that is a mistake as a woman. You should not say that when you have come into success, because it's not a, I don't think it's a good look. All the time, people were like, you're so amazing, you've done all these great things. I'm like, right time, right place. I just really fell into it. Fuck that. I'm awesome. I do really good job at what I do, and I'm taking credit for it. And that's kind of been like a big mind shift change for me. It's just, I am here, and I'm great at it, and I'm owning that, and how can I help you? Instead of, yeah, I'm just lucky I happen to be there. So for all the girls out there that are like, oh, I feel like I just got a little bit lucky with this one, I'm sure there happened to be one or two rooms that you happen to be at one night, but like you work hard and you've got it done. And that's awesome. I think a lot of girls will relate to that, but I think that the missing part for them is gonna be, well, how do I shift my mindset towards that? 'Cause it sounded like that was something you had to shift. Yeah. How do you start? You know, I think there's a couple of pieces to it. When I started the social media stuff, there was a moment in time where my confidence really like shot down. When you spend so much time scrolling and finding different inspiration and all the things that you need to just make sure you're staying up to date on social media, you spend a lot of time on those apps. Your perception of like how you look, just completely changes, right? Like I'm like, I don't have good teeth. I don't have good skin. I'm not skinny enough. I'm not tall enough. Wait, now I'm too tall. Now my hair's not great. I need to go blonde, like all the things all the time. And then you're constantly not making enough money 'cause there's somebody in it rolls Royce telling you you could make a million dollars a day. Like there's just these weird like mind moments. And I really got a little down on the dumps and my confidence kind of shifted. And then that's, there was a lot of conversations that I was having where it was the same thing. I'm like, oh, well, I'm not. I mean, I don't have 10 million followers. It's not like, I guess we're good. During that time, we kind of lost a couple close family from reservoirs and we had some shifts between some relationships. And I just got to sit with my family. It actually was around the time that we took my family to New Year's Eve in Vegas. We flew like both sides of all of our families in. And watching the way that my dad freaked out over a piece of like $30 sushi that I'm just sitting there eating every day was like, what is wrong with you? Like look at what you've created. The fact that you're sitting here with these people in this moment and they're smiling and they're happy is like, that is take credit for that is that's awesome. And that I think was like a really big moment where I switched everything and started just taking credit for more things. 'Cause like, I'm awesome. And I did it and I'm providing. And it's not fair for me to just sit around and say I got lucky. 'Cause I think if you think that you can get it done with good work and you hear that from other women, then that's gonna inspire other people to know that they can work hard and get it done. I love getting to be inside the brains of people like you because it's like, we're making it happen. And it wasn't handed. And I think there's such a saying that's so true and I wanna hear your thoughts on but like be around nine successful rich people. You will be the 10th. Do you believe that? - Okay, so I was gonna ask you earlier. Well yeah, I mean, clearly I always go back and forth on the you are the sum of the five closest people around you. Do you believe in that statement? A thousand percent. - Okay, so here's the question. Now I have tons of friends back home that will probably never break $150,000 a year but they're the kindest, most beautiful epic people on planet earth. And then I've got lots of friends that make a lot of money that are not as like not, you know, different people but not as like empathetic as these humans. So do you feel like it's better to in a moment of growth sit in this circle and try and become that 10th richest person or do you need to like navigate and manage, you know, three and two or two and three? You need both. And my perspective I would say has changed even since my wedding. I think the rider dies that I have and it's funny. Like I am best friends with my friends from high school. Like I don't really still talk to people from university. Like my childhood, best friends and high school best friends are my people. - Okay. - But there have been seasons in my life where like I have been building and it's not against anything, even my family. It is just build mode. It is survive mode. It is like I need to stay here, work here, live here, build here and like being at my wedding around those my people made me be like this season of my life now that I have a little bit more stability. I've earned the right to like be able to choose and pick and choose what I'm doing. It is about being a better friend. It is about giving time to those people. It is about being reminded of like what really matters in this life because even your point of your story of watching your daddy 30 dollar sushi, that is actually pivotal to your growth. That is pivotal to your mindset. And so I do believe it is there are seasons. - There are seasons. - And there are some flows of life at the flows you have to. 'Cause we also can't necessarily sit here forever as much as it is important to stay grounded in that. Once in a while you got to lock yourself in a room for eight months and get shit done. So we talked a lot about very, very, very wealthy people today. I want to talk a little bit about the hawks for people that can like steal from the rich. (laughing) I just want you to steal from the rich. What are some travel hawks that people can listen to this and be like, I am going to apply these and be able to like elevate my one vacation a year? - I mean points, points, points. It's very tough for people that don't travel often because collecting those points can be a little bit difficult but you wouldn't believe like even if you have an American express like grocery shopping and the grocery shop. - Oh my God, girl, let's go on a date to air one. - I know, I've never been to air one by the way. I know I know it's offensive but I'll get there one day. Grocery shopping, gas, like all the basic necessities do add up to points and that can really help. I think flying during the week as well could be a really good thing if there's ever an opportunity for you to go from like Thursday to Tuesday instead of like the Monday to Monday situation, flights usually are cheaper. One of the bigger things that I could say is like watch the aggregators. I'm a big flight person. I do like not all of my clients fly private all the time. So my job is to get the best prices whether that is a private jet or just first class. Watch your flight prices. Watch them every single day. Go from aggregators to the actual website as well. So like sometimes you'll be on a no free press. You're on a website and you will see the list of all the different flights and it'll be like 1200 bucks on sale from 2000. You can actually go direct to the airline, like go to American Airlines and look at the flight and sometimes you'll save like $500. So I think like just watching your numbers don't be an idiot and also please for the love of God people buy refundable tickets always. I think you will never waste money on a refundable ticket. You know how many people call me with emergencies because somebody died or they had a broken ankle and they don't have trip insurance. They don't have a credit card with trip insurance or they can't change it. It got like refundable and non-refundable is like God's word to the hospitality industry. You cannot get rid of a non-refundable booking. Like there is no changes. It is called non-refundable. You saved $100. It's gonna come back to bite you in the ass eight out of 10 times. Just book her a wonderful piece for the love of God book her fundable. Are there any things that like work when you're showing up to a hotel desk and you want an upgrade but you don't have status at that specific chain? Like is there a way to work the front desk or work these people that are gonna give you what you want? Oh yes. Oh yes. There are a choice taught me this. I am the first person to walk in. I'm like, hi, can I have an upgrade and they're like, no, I walk away with my tail between my legs. He will walk up there. I don't know what he says half the time but like every time he makes it happen, they always have room. Just know that. Like unless a hotel is 105% sold out for the weekend, there is room for an upgrade. I think run it like a business relationship. Go up to the front desk but ask for a like GM or ask for somebody that's above the front desk person. There's a lot of turnover in this industry. It's probably a new person. And if it's not, they might not be in a great mood and want to give you an upgrade 'cause the five people in front of you ask for an upgrade as well. So I think just treat it like a business relationship. Ask for a GM, ask for somebody from above, introduce yourself, maybe try and find a way to like provide value to their business or just like fake it 'til you make it and say you're an EA for somebody really famous and get the upgrade. But definitely talk to people that aren't just the front desk people. If you really have no connections there 'cause then at least if you shake a hand and you guys get connected, send them a nice email after and the next time you come in, they will upgrade you. So yeah, I was just treated like a business relationship. When a client asks you to do something outrageous, outlandish, you have no idea how you're gonna get it done. Oh, what do you do? Panic cry screen vomit and then pull myself together and figure out what it's gonna be. I'm trying to teach we have quite a few new people on the team. And for them, yeah, that is a huge thing. They call them like set this up. They're like, oh, they're sold out for four months. I'm like, I don't care. So you have to do to train them. There's no is not an option. ever. These people do not want to say, "Here, no." And a lot of times, if I can't get it done, they're going to be able to call someone and get it done. And my job is to make your life easier. It's not about necessarily accessing things that they can't access. Of course, we provide amazing access, but many of these people are going to be able to get it through their own connections, but they want seamlessness. They just want everything set up. So I don't want to call them with a "no," we couldn't do it. So it's just figuring out how to do it. There's always someone that will say, "Yes to you. You just sometimes got to find sneaky routes. Just go around, pay someone off, go through the back door, go knock down a door. If I need to find in New York to get my client into four trials, I will do that. And I will go find them on LinkedIn and find out who they're dating and take her for dinner and then give her money and I have to take her for dinner." There's like any way to get it done. You just figure it out. It's like if you had an hour to get something done or your whole family was going to be kidnapped, you would find a way to get it done. So I just take everything very seriously and get it done. Are you ever afraid of being called a bitch? No. I don't think so. I'm trying to think of the last time. I don't think that's ever really happened to me. I'm sure people say it behind my back. But I mean, if people aren't talking shit about you, you're not doing everything right. I think that's just life. Somebody's going to call you a bitch. Do you get called a bitch often? I made a video that went pretty viral that was like, there's a difference between a problematic girl and a mean girl and a problematic girl is someone who doesn't take no for an answer is willing to push the boundaries is super innovative. They're problematic because it doesn't society wants to put you in a box and you won't get in the box and you're forcing your way out and you're really misunderstood. And I think that I've been called maybe mean girl energy or problematic. But it's like, I'm like you. I won't take no for an answer. I will do things. I have such a high standard for my life and for my expectation that it's like, I just can't apologize for that anymore. But I do think it gets lumped in. I don't think you should apologize for it either. Yeah. But do you think that that can be interchanged like problematic girl versus mean girl? Oh my gosh, completely different spectrums. There are so many people that I know that can't get things done and are just like awful people. They're just rude. They act like they're problematic, but really they don't have any problems because they're not busy enough. They're just like creating drama because they honestly think they're bored. That's usually kind of the category of mean girl for me. Problematic like, yeah, as long as I think there's a way to be problematic and still diplomatic, make sure that you are kind to people and that you want return business whether you're the one doing business or accepting business. So yeah, I think balancing, you got to balance being kind and empathetic and warm and making people trust you with problematic. It's okay to cause problems and make people be like, oh, live, you're going to make me do this again. I'm the hotel sold out. I can't give you the penthouse. I'm like, you're going to have to. And I bought your kid a really nice birthday gift last year. So please make it happen if you want that to happen again next year. So there's yeah, there's definitely a difference between those two things, but problematic is okay. Just don't be don't be a bitch like an actual bitch. Okay, I'm going to be problematic for a second. Production. Can you bring in my problem? Oh my god. I'll hold it. Not the lobster. Okay, this is a little bit smelly. I'm tearful. Please hold this. So was this the most insane demand that you were ever given to go and fetch a lobster from a different ocean? No. Is that shocking? Yes. No, this is fantastic. What a cute little guy. I'll take it back. He's not a very meaty. He's dead. Oh, sorry, buddy. Yeah. Hi. The lobster was not the most problematic request I've ever had. One of the tougher ones, food stuff is intriguing to me, but always doable. So with the lobster situation, I mean, provisionals, anywhere, if you do not like something, it is not my job to judge. It's my job to execute. So hearing that situation, that was very early on in my career. I'm sure you scrolled quite a bit back to see that one mega viral. I think everybody remembers that one in the Limes video, but this particular client really is specific about her food. I've had her switched from vegan to like full-blown carnivore halfway through a yacht charter, which like you know, if you're on a boat, getting that much food and rotating it to meat, mid charter, mid Mediterranean, is like a frickin nightmare. So if you're out of resort and you want me to just bring in a really good piece of meat, a good lobster, very easy. Now we did not actually have to go get this from a different ocean. We just needed fresher fish like whatever was in the kitchen was not great. So that is something like if I need to find work-arounds, no, I'm not going to take a private plane from the Atlantic and come over to the Caribbean with your lobster, but I can call down and find out from concierge where the best fisheries are and what's the freshest and have somebody come and deliver it. It's going to cost a lot of money, but it is much cheaper than switching mid yacht. So you know, that wasn't a super, super tough one for me, but definitely maybe get a little bit. Oh my god, how am I going to do this? What is the most problematic request you've ever gotten? I've had some allergy stuff that has been very difficult. You know, I have a couple people that are very sensitive to like smells and it's very difficult for me to those, those clients need to be in private homes. That's what I will say. I think it's best if we just keep them off property or in a villa because then we can kind of control everything. If you want me to turn off the diffusers at a Ritz Carlton, when you get there, it doesn't matter who you are, like they don't really care. Their job is to make the rest of the guests happy. Even if you're staying in the penthouse and have like a 50 room block, it's really tough for me to do that. So like you got to think about everything. The driver cannot shower, but they also can't smell like B.O. There can be no air fresheners in the car. When they get out, they cannot, there can't be like if it's a private check-in, no diffusers, no candles, no air fresheners, freshly vacuum floor. When they get to the room, usually they want windows open, but also if they're sensitive to the AC. There needs to be AC at the right temperature. And like you have to keep the door closed for a certain amount of time. You have to make sure people aren't walking in and out because oftentimes there is always smell that comes in. Like there's so many finite details with a request like that. And that can be very problematic for me because there is so much room for error, but we do our best. Just do what you can do in those situations. So food honestly is tough, but a lot easier than something like that. Oh my god. Okay. With that, I think you're going to have the best rapid fire that we've ever asked. I'm so excited. Olivia, what is the last thing you put on your credit card? Smoothie. No idea where it was from, but it was a peanut butter chocolate smoothie, and it was absolutely delicious. And I had it for breakfast this morning. Okay. What is the last most expensive thing you've put on your credit card? I bought a outfit from Sim Kai from a boutique in Miami, and I almost cried, and it was $1,200, but it looks epic. Is it this? No, it's not. Where's this from? This is Vivian Westwood vintage. Obsessed. Fantastic, right? Where's it from? My stylist pulled it. A love! Okay. You can only pick one for the rest of your life. St. Bards or the South of France? Oh, South of France. Are you kidding? The St. Bards is over. What's that? No, I love it. So St. Bards are asked then. Neither. You tossed. Not a. There's an influencer culture. I know this is rapid fire, but there is an influencer culture surrounding these spots. The world is convinced that all the billionaires are going to these spots, so they want to go. We have wrecked these spots. It's a bunch of rude people usually standing around being. I like to have fun. I like to go spots that I'm not going to run into 500 people that I already party with in Miami, LA, and New York, so usually I will try and stay away from the hotspots, but teach them. Where's number one your list to go? My God, we've gone everywhere this year. Dubai was like everything I could have imagined and more. I loved that. We're kind of on like the Africa bandwagon right now. I want to go to like gorillas nest, like one and only. Rwanda would love to go there. And yeah, actually I'm really craving like a pervance trip or get a little Italy villa and go get really drunk on red wine and Parmesan cheese for like four days straight. Okay, well, I think that we should map up our set of France trips this summer. Yes, it's time. You can only pick one to have for the rest of your life. Taylor Swift, Drake, or Kylie Jenner's plan and why? Well, okay, wait, just Kylie Jenner's plan come with like docking fees. Like is it covered for life? And covered. Kylie Jenner's plan. Is it that much better than Drake's? Wait, I get the plane of the I thought it was the music of Drake. No, no, no, no. It's like you either get Taylor Swift's or Kylie Jenner's plan for the rest of your life. I think I'm actually still going to go Kylie's. Yeah, I like her plane. I think it's cute and I would imagine her staff are very well trained. High standards. High standards. Drake is too much of a bro. They're going to be like, what's up man? I don't want that. I want little princesses around me all the time. Okay, love. You can only pick one to stay after the rest of your life. Amon or one and only? Amon. Is that the most like luxurious hotel chain? Their concierge is unlike everything else. My trifecta is like four seasons Ritz Carlton and Amon. So I usually stick to those three, but Amon concierge-wise, like unbelievable. And they they're another if they don't say no. So that's why I like them. What is the most expensive thing your client has asked you to purchase? Probably a purse. I've gotten a couple really big bags. We do some private shopping for people. That's a really fun part of my job. We've had a couple like we do we pull like you know, you know, the whole Hermes game. Obviously, so when a client wants something, if they also don't have time, so like go in and do the whole appointment thing, we can source from different parts of the world. That when you get to Capri, your little Kelly picnic is sitting on the bed waiting for you. What's the most expensive Hermes bag that you've sourced? We had a shadow bergen that was very rare. That was very, very expensive. And it shouldn't have been in that much but That was like over 150, so. - Okay, you can only pick one to stay after the rest of your life, Vila Desta, or a hotel to cop. - So I personally haven't been the hotel to cop. That's why it's unfair for me to say this, okay? - Vila Desta is spectacular. Probably a hotel to cop. I haven't been, but I just from my experience booking there and everybody's photos. We're just assuming that it's fantastic. So let's go with that. - Okay, what is the hardest restaurant to get your clients into? - I'm freaking New York right now. Oh my gosh, anything New York. Right now, I would say four Charles's, his, or 86, have been difficult, but it's 'cause they're just small and they're tough. So, and newer. Why does a restaurant become a hotspot like that? - I'm freaking influencers. I'm convinced. If we just kept everything quieter, I think it would be a lot easier, but even spots like there's not a magic sauce to the restaurant game. I think there's a couple people that are really good at it, but it's really tough, like again, major turnover in those industries. So I need to be like boots on the ground, shaking hands, giving people money, doing the things to make sure that we can make it happen. It is easy for me, if you give me like a month, I can get you in anywhere, but if you text me the same day and want like a four Charles reservation that night, they quite literally have to build you a table to do that. It's not like there's just empty spots, like they would have to build it for you and that takes a certain person being in and me having to rub certain pockets. So that can be more difficult, but if you give me a month, I feel like globally we can pretty much get anything done. Who do you have to become friends with at a restaurant to make something like that happen? 'Cause it's probably not the owner, is it? I mean, owners great. If you can do owner, that's good. The problem with an owner is a lot of them are part of hospitality groups and they've got a lot of stuff going on. So you don't really wanna be hitting them up and annoying them. You wanna have like a really solid GM in there, for sure. Not the front desk lady. No, no. What is the most a client has spent with you in 24 hours? 500,000, I would say. Yeah. But that's just like an individual, that was, yeah. Yeah, I would say 500,000, but that was in like four hours. It was just very quick. (laughs) And what is that spent on? Plain. Yeah, those are, I mean, those are the big things. It's hard to spend that much money on like jewelry, restaurant, like any of that stuff. Concier services are not usually that expensive. But yeah, you can make like, you could stay somewhere for a night and take like G7 and easily spend that much money. Very, very easily. If you're not taking like a hawker, you can get for a couple thousand dollars. But you get a big plane, you get good staff in a great hotel, you can spend. I think I could probably, I would love to see a challenge where I had to spend like $2 million in 24 hours on something 'cause I feel like I could get it done. Someone's gonna listen to this and you're gonna have to have it. - Can you serve us, please? - Yeah, okay. What vocation location looks incredible on Instagram, but you would never send a client to. - I don't love Bali. I, yeah, mixed reviews. I have a lot of clients and friends that have spent extended time there and think it's a great spot. But overall, it's definitely overrated, I think. Okay, it's a certain area, so yeah. - Are the LA celebrity tunnels actually real? - No comment. (laughing) - No comment. - Have you been to the LA celebrity tunnels? - No comment. - Okay. There we go. - Most expensive mistake you've ever made. - So I once, I think when I was starting, probably able to month in, I accidentally, when I was learning how to use the systems, I accidentally booked a non-refundable trip on the wrong dates for a client that cost Troy like $15,000. But, okay, I love you, I'm sorry. - I'm sorry. - Where would you go if you wanted to have the most confidential lunch in Los Angeles? - Not to, probably should I tell my mom or something? Yeah, and it's just, it's crazy to me. I don't spend a lot of time in LA, but personally, I mean, we're going to a hotel or using a private room at one of the, they just do a, there's so many private rooms in every single restaurant here. So, yeah, just back room, yeah. Where would you go in the world if you wanted to disappear completely? No paparazzi, nothing. Canada, man, heading back home. I live on a farm, like we have hundreds of acres of garlic fields at my house. If I don't want to see anybody, I could go off the radar for years, and no one would know where I am. Do you think Canada's rising in popularity for people to travel to because of the exchange rate? I hope so, I really hope so. I mean, we've got like Lake Louise, we've got the Fairmont down there, unbelievable, Whistler, anything west coast, people love Toronto, a lot of nice people. There's some really cool golden nuggets in Canada, and the exchange rate is so good, like Alon, same price. They don't change, a lot of places do, you know, they, you know, Cartier is a 20% more in Canada, but Alon and Louis Limon are like the same price in both countries. So, like go down there and shop, go to Oritsia. I literally never buy designer stuff in LA or anywhere in the US. It's always overseas for that or in Canada for the exchange rate. I think it's crazy when I see people like buying expensive stuff here. I'm just like, it is so much cheaper in other countries. I don't know why you're buying this. Yeah, it's crazy. So, I do this thing called H.S.R. love note that are like affirmations to help retrain my toxic brain. If you could tell yourself one H.S.R. love note for the rest of your life every single morning, what would it be? You've got this period full sentence. That's it. Love it. Yeah. If you could title this season of your life, what would it be called? Oh my god, shit show. No, it's been, it's been so good. There's just so much going on. I mean, probably like zoomies, like zoom, like a dog. Oh, I was like, that's so depressing. Now, like zoomies, like I picture my little puppy, just like screaming everywhere. That is quite literally how the last season of my life has been. I think we're entering a new phase that is just going to be like bonner fly. So light and airy and fluffy and happy. But yeah, this has been the most chaotic year of my entire life. I traveled like 100 hours in five days last month, like just so disassociated, go, go, go, go, go. It's been amazing. I've worked really hard, but this time we got a chip out of the zoomies, I think. Okay, wait, I have one more question that just came up when you said that. Yeah. You travel nine out of 12 months a year. Me how? Okay, so you traveled 10 out of 12 months a year. How do you stay productive and on track when you're on the road so much? I am on, I pay a naturopath, a lot of money. She has me on crazy supplements and I'm very regimented and regimented with my meals. I think that's huge. And just like making sure I find the time to do the bare minimum to keep myself healthy body wise, I think keeps my brain in check. So making sure that I am hitting a Pilates class, doing a hot yoga, even just making time for the sauna and eating, just eat. I think that's like a huge thing. A lot of really successful people lack nutrients to survive because we forget to eat three times a day. And you need protein, you need carbs, you need fats, you need all of these things to make your brain work really well. And I know if my brain's working efficiently that I'm just gonna be a more successful person and work more efficiently every day. So if you need a routine, yeah. For some people, yes, for me, no. Mine's just like, those are my, I think all together cumulatively, that's two hours in a day. So if that needs to be spread out in different ways 'cause I have seven hours of meetings one day and you know, I gotta be on a plane the whole next day, it can shift for me. But for some people, I think it is very important to get your time blocks almost just to make sure it's done, but luckily my brain thrives on chaos. So I'm okay. Olivia, for any, I am obsessed with you. I can't wait to invest with you. Congratulations on everything that you've done where can people find you and how can HSR help you? Well, I'm on all socials under travel with Libby and HSR has done the most to help me already. This is so, this has been the first conversation that I've had that we have talked about. Personal, I freaking cried. Family stuff, like all the things. I'm just like so happy to be a part of this community and be able to share with these girls and be able to listen and you've just done such a good job. Thank you on behalf of all the girls. Oh my God, I'm such a good job. God. (upbeat music) (upbeat music)

Podcast Summary

Key Points:

  1. Olivia is one of the most well-known travel agents globally, working with top celebrities and ultra-wealthy clients, and her success stems from relentless execution and authenticity.
  2. She emphasizes that being "hot, smart, and rich" is not just a lifestyle but a strategic advantage in building trust and access in high-end markets.
  3. The business evolved from an affiliate model to a premium concierge service where clients pay $100,000 annually for peace of mind and white-glove service, with a minimum $1.5 million travel spend.
  4. Her viral "phone call" skits, while partly fictional, are rooted in real client experiences and help build relatability and trust with her audience.
  5. She credits her rise to success to self-education, emotional resilience, and strategic networking in elite spaces like Miami, Vegas, and tennis events.
  6. Olivia acknowledges that wealth and fame come with emotional challenges, including isolation from ordinary life and intense client demands, which she manages through boundaries and self-care.
  7. She rejects the idea that money doesn’t buy happiness, arguing instead that it creates opportunities for freedom, better relationships, and personal growth.
  8. Her community, mostly women aged 30–55, values her authenticity and sees her as a role model for financial independence and confidence.

Summary:

Olivia Ferny is a globally recognized travel agent who rose from a small-town background to serve elite clients with high-stakes, personalized travel experiences. Despite having no prior connections or industry expertise, she built a successful business through relentless hustle, strategic networking, and authenticity. 5 million travel spend.

A key part of her appeal is her viral "phone call" skits, which blend real client chaos with humor, creating relatable, engaging content that fuels her massive social media following. She emphasizes that success requires emotional intelligence, self-awareness, and overcoming fears—especially around financial exposure and personal vulnerability. Olivia credits her growth to being genuine, showing up confidently in high-pressure environments, and learning through constant interaction.

She challenges the notion that money doesn’t bring happiness, arguing instead that it enables freedom, better relationships, and personal growth. Her journey reflects a broader shift in the luxury economy, where wealth is increasingly concentrated among a select few, and those who can navigate it with confidence and authenticity—like Olivia—can build both financial success and meaningful communities. Her story embodies a powerful message: success in high-stakes industries is not just about money, but about self-empowerment, resilience, and the courage to be unapologetically oneself.

FAQs

A mix of real and reenacted calls. Initially, the skits were reenactments of real-life situations, especially when clients were screaming at the agents. Over time, some clients have chosen to participate in the calls, making them more authentic. Most of the content reflects real experiences, though some are dramatized for entertainment.

At first, it was stressful and emotional, but over time, you've become more composed. You now stay calm, focus on delivering a great experience, and view the interactions as part of the job. You’ve learned to build resilience and maintain professionalism without losing empathy.

It takes persistence, networking, and a deep understanding of high-end clients. You must go to exclusive events, build relationships, and show up confidently. Success comes from being strategic, showing up consistently, and learning how to navigate high-pressure situations with grace.

No, money doesn't buy happiness directly, but it creates opportunities. With financial freedom, you can prioritize wellness, relationships, and experiences—leading to greater life satisfaction. You emphasize that mental and emotional health are just as important as wealth.

You start with a genuine, warm smile and a confident handshake—often grabbing a forearm. You compliment someone’s outfit or details in a specific way, which makes them feel seen and appreciated. This builds rapport and opens the door for a natural conversation.

Time, appearance, and personal growth are major investments. You spend time learning etiquette, dressing professionally, and mastering social interactions. You also invest in self-care, like fitness and mindfulness, to handle stress and maintain mental health.

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