Hot Smart Rich with Maggie Sellers Reum - Travelwithlivii: How the Ultra-Rich Spend Their Money (& my secrets to be in the 1%)

Episode Date: April 29, 2026

How do billionaires spend their money? Luxury travel agent Olivia Ferney (@travelwithlivii) sits down with Maggie Sellers Reum to reveal how the ultra-rich travel, shop and spend - from $150k Birkins ...and $500k private planes to nepo baby budgets! Olivia takes Maggie inside the world of billionaire travel, celebrity client demands and the money rules of the ultra-rich. She shares the truth behind her viral client calls, what wealthy clients really want from luxury service, and how working so closely with extreme wealth has shaped the way she now thinks about money herself. They also get into nepo baby spending, the difference between fame and real wealth, and why Olivia sees everything through an ROI lens (including her own wedding!) If you want to break into the luxury market, Olivia also shares where to meet rich clients, how the ultra-rich really travel, and the small moves that can help you get better deals, upgrades and access! (00:00:00) Intro(00:01:31) How Olivia Ferney Became The Luxury Travel Agent(00:03:02) Are The Viral Luxury Travel Calls Actually Real?(00:04:49) Having Zero Fear Of Risk(00:05:54) Working With Wealthy People(00:07:49) How To Use Your Assets To Get Ahead(00:10:01) The Hidden Costs Of Building A Luxury Business(00:11:34) How To Walk Into A Room And Own It(00:11:43) The Handshake Trick For Connection(00:12:18) What To Say If You Want To Impress Someone(00:13:51) The K-Shaped Economy And Why Luxury Is Booming(00:15:26) How To Break Into The Ultra-Luxury Market(00:17:24) Where To Go If You Want To Meet Rich People(00:19:09) Does Fake It Till You Make It Actually Work?(00:21:20) How The Luxury Travel Business Really Works(00:24:37) The Hardest Part Of Working With The Ultra-Rich(00:26:10) How Olivia Handles Clients Shouting At Her(00:28:23) Pipedrive Ad(00:29:22) The Difference Between Wealthy, Rich And Famous(00:33:14) Who Actually Follows Travelwithlivii?(00:34:51) How Olivia Built A Loyal Online Community(00:37:13) Does Money Really Buy Happiness?(00:39:44) What Nepo Babies Are Really Like(00:42:27) Love, Money And Different Financial Backgrounds(00:44:29) Olivia’s Relationship With Troy(00:47:47) Finances And Contracts In Relationships(00:49:21) Why Did You Keep Him A Secret?(00:50:36) Can Ambitious Women Still Feel Feminine?(00:52:48) My Wedding Needs An ROI(00:55:44) What Billionaire Clients Teach(00:58:58) Lululemon Ad(00:59:58) Stan Ad(01:00:54) Is Success Luck Or Do You Create It?(01:01:40) How Olivia Built Real Self-Confidence(01:05:58) The Travel Hacks Rich People Actually Use(01:08:14) How To Get A Hotel Upgrade(01:09:34) How You Deal With Impossible Client Requests(01:10:57) Are You Afraid Of Being Called A B*tch?(01:13:07) The Craziest Request You’ve Ever Had(01:15:06) Most Problematic Client Request Ever(01:16:24) Rapid Fire: The Last Thing Olivia Bought(01:16:41) Rapid Fire: Olivia’s Last Expensive Purchase(01:17:02) St Barts Or The South Of France?(01:17:48) Olivia’s Dream Travel Destination Right Now(01:18:16) Taylor Swift, Drake Or Kylie Jenner’s Plane?(01:19:00) Aman Or One&Only?(01:19:23) The Most Expensive Thing A Client Asked Olivia To Buy(01:19:50) The Most Expensive Hermès Bag Olivia Has Sourced(01:20:05) Hotel du Cap Or Villa d’Este?(01:20:27) The Hardest Restaurant Reservation To Get Right Now(01:21:56) The Most A Client Has Spent In 24 Hours(01:22:50) The Most Overrated Luxury Destination(01:23:10) Are The LA Celebrity Tunnels Actually Real?(01:23:33) Olivia’s Most Expensive Business Mistake(01:23:56) The Best Spot For A Confidential Lunch In LA(01:24:21) Where Olivia Would Go To Completely Disappear(01:25:26) Olivia’s HSR Love Note ⸻ Pipedrive - http://pipedrive.com/HSR Lululemon -Head to http://Lululemon.com for new drops every Tuesday Stan - Learn more at http://getstanley.ai/maggie ⸻ Olivia Ferney is the founder of Travel With Livii and co-owner of Top Tier Travel, where her Concierge+ membership handles travel for some of the world’s most elite clients, from celebrities and athletes to executives and family offices. Known for sold-out suites, impossible last-minute requests, and access to the world’s most exclusive events. Olivia has built a business around discretion, access, and high-level execution. She is also quietly preparing to launch a new project this June called Passport, so keep your eyes out. Follow Olivia Ferney here: instagram.com/travelwithlivii Check out Top Tier Travel: https://toptier.travel/ ⸻ Hot Smart Rich: Your Business & Culture Gossip For ambitious women wanting to own the room, gain power, and build wealth. Subscribe to the Hot Smart Rich newsletter: https://hotsmartrich.com/subscribe  Instagram: https://www.instagram.com/hotsmartrich/ Tiktok: https://www.tiktok.com/@hotsmartrich Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript
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Starting point is 00:00:00 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.
Starting point is 00:00:17 I posted a video all at 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 going to be able to be feminine. I sent him a photo of me on the private jet. Just to let him know, like, 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 like go to when I get yelled up 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.
Starting point is 00:00:49 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 client? In case you missed it, you're allowed to be hot, smart, and rich. So let's get into it.
Starting point is 00:01:26 Olivia Fernie. 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. And they go, you look really familiar. I go, I'm the girl that gets yelled at on the phone. And everyone's like, oh my God, I knew it.
Starting point is 00:01:46 And that is, 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 going to dive so deep into this, but, like, we come from such similar beginnings, quite literally. Being in the place I am right now is so beyond shocking. Like, we're going to hit hopefully a million followers while we're on this
Starting point is 00:02:21 podcast today. We're, like, 1,200 away from a year ago, not really knowing where I was headed and what industry I was going to go into, into now doing what I do and doing it so well. 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 has 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 this
Starting point is 00:03:03 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, you know, 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 take credit for it, 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 got to,
Starting point is 00:03:42 we got to 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. I was like, holy shit. Okay, so we start. 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 percent more aggressive than what you two see. Way crazier, but obviously
Starting point is 00:04:21 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 continue 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, are our clients going to be
Starting point is 00:04:58 really turned off by this or are they going to love it? Would you say that you were a very risk-adverse child or did you like taking risks in your little? I'm a nut job. I'm insane. I have zero risk, like 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 until 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 riskier 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
Starting point is 00:05:38 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 can tell they get a little snippy and they're like, oh, live, by the way, I'm like, so sorry I said that. Yeah. Okay. So funny. So you came into this industry with basically no connections, no expertise, just diving headfirst. 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,
Starting point is 00:06:18 I met Troy. I was really trying to figure out a way to come to America. I'm 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.
Starting point is 00:06:43 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 be like, hi, live, 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 in Miami, being a young, pretty girl. The hot part of hot smart
Starting point is 00:07:16 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 the sudden I'm like, holy shit, we have like 600,000 followers. And then sort of 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 not feeling like they have the deck of cards stacked in their favor and want. 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. Yeah. 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
Starting point is 00:08:20 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 travel agent. I am the most geographically challenged human on planet Earth. So it really did not align. But then, you know, the world just started like success, success, success, so much money started flowing. And I'm like,
Starting point is 00:08:55 holy shit, okay, this might not be exactly what you're super passionate about right now, but damn, you're really good at. 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 where your skills are and what you like and try and find some sort of like middle ground between the two. So you never envisioned being like in travel concierge and being a media entrepreneur. My gosh. 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?
Starting point is 00:09:28 Supermodel. Hey, 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 OnlyFans sense, but 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. something from me and them doing it in the end, like, there's nothing, there's no better high for me than
Starting point is 00:09:56 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 what I'm getting at. I am in Lululemon, 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 am typing away and getting shit done. But when you are out in these rooms, like I have
Starting point is 00:10:31 invested in beautiful suits. Not that you need to spend tens of thousands of dollars and get a Tomfurt 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 the crowd like that.
Starting point is 00:11:08 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 watch Succession. 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, you know, investing in making yourself look beautiful. And I think it's mind, body, soul. Like, those are investments that take time and are definitely a cost of getting into these types of industries. You got to upgrade yourself.
Starting point is 00:11:35 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 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.
Starting point is 00:11:53 I always grab a forearm when I shake your hand as well if it's in a big business meeting. Can you show me? Yeah, of course. So if we walk in, we'd go like, it's so nice to meet you. And that like brings them in a little bit more, I think. That is like my one thing. Always shake like that. Take like a lingering eye contact and smile.
Starting point is 00:12:08 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 going to 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 going to plan to my ego? Am I not going to plan to my ego?
Starting point is 00:12:34 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. You know, everybody's usually, as I just mentioned, a little bit nervous about what they're looking like, 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. Like, 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 and that color looks so beautiful against her skin tone. Like what a lovely choice. Because then she feels like she feels like she feels great and her energy is going to be up and she's going to be easier to, you know, converse with. So something like that, something as simple as like a nail color. Where did you get that ring? That's so special. It 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, it always works for me very well. So I apologize if I've done that to anybody. I was going to say like, is it genuine? Yeah, well, usually yes. It's not like I'm walking in
Starting point is 00:13:36 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 of a thin air. But I think that also goes a long way too. If you're just like, I'm like, oh, your hair looks really nice today. It's probably not going to land the same. 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 very, really screwed in these scenarios. Luckily, both of my parents are retiring like this year. So I feel nice that they're going to have their savings and their retirement funds, golden handcuffs of teaching. But for everybody else, the luxury markets are absolutely skyrocketing. The people
Starting point is 00:14:38 that are wealthy are going to 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 60 new luxury boutique hotels open up like just in Miami, New York, and L.A. this year. There's so much money and people are willing to spend so much. 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.
Starting point is 00:15:13 And we have no idea when it's going to 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.
Starting point is 00:15:45 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 clientels. It depends on what you're selling. So let's come up with like an example of products here. You want to start like the ultimate IV clinic. And you're like, I only want to sell to the billionaires. Personally, I mean, first off, set yourself up for a year.
Starting point is 00:16:04 Just understand that you're probably not even going to 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.
Starting point is 00:16:29 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.
Starting point is 00:16:49 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 still scrolling anyway. You didn't talk to a single person. Not that the elevator is somewhere you're going to meet someone, but like go to, if you're in Miami, go to the bar at Satai, go to Feina, 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.
Starting point is 00:17:24 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 going to 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, like 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 want to raise a fund. Like, where are those hotspots that are happening this year?
Starting point is 00:17:57 Like, this episode goes out and, like, 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, like, 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.
Starting point is 00:18:32 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.
Starting point is 00:18:45 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, a 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 the Super Bowl.
Starting point is 00:19:08 It's good. How do you feel about the saying, fake it until you make it? Yes. 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 saying congratulations on the engagement. And the end of her text said, we, I remember in giggle at us walking into business meetings that we had no business being in and 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 just like, buy my business. It was crazy. And that confidence goes. so far. Confidence goes so far. Like there's a there's a lot of bullshit out there now and you've got to be careful because 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% is confidence, like you've got the world at your fingertips. They can tell you make it all day long,
Starting point is 00:20:04 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 at with that spectrum right now? probably like an eight out of ten 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 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
Starting point is 00:20:41 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, at United. Like, I know everybody, and I'm very highly educated about what I do now. But that took a minute. So definitely faked it until I made it in the beginning.
Starting point is 00:21:01 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 going to diligence your situation a little bit because I'm so interested in this space in general to understand like top tier travel. So when you joined, what was it and what has it grown into today? It's completely shifted. Like it's, it's insane. 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.
Starting point is 00:21:50 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 an 100K duplex for the weekend, and he'll get it for like 60K from the hotel. And then you can give it to the client at 90K. A client still saves 10 G's and then we've got this extra bit of margin that we can split. it 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's a very successful business before me. With that model, you cannot be selective about the people you're working
Starting point is 00:22:21 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, we started, when I started taking off a little bit, I wasn't sleeping whatsoever. Like I was going to bed at 2 a.m., waking up at 4, to people screaming at me over the phone, up again at six, 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.
Starting point is 00:22:53 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 relaxed. I can go to a yoga class without having a full-blown panic. that my phone's off. We 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. Top year. Yes. And then the spend, I mean, we tend to ask for
Starting point is 00:23:21 one to one point five minimum spend at $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 okay. 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, you know, 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-tip 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, okay, you have a hundred thousand dollar minimum. just flat fee to top tier. Yeah. Then you have a $1.2 or $1.5 million spending expense on the actual accommodations, travel, things of that nature. Yeah.
Starting point is 00:24:16 So the minimum that people have to spend is $1.5 million on travel to be a part of top tier in addition to the $100,000 flat fee. Yeah, but we will. That being said, like I always say that with a caveat. Like, it is on a per client basis. We have several interviews and, like, we talk to your chief of staff. We talk to your wife. We talk to you.
Starting point is 00:24:32 because if I feel like you're a really good fit and I really like you, that's okay. Have you ever felt like coming from small town, Canada to teacher parents? Like, it's hard to be around that level of wealth sometimes, especially when like the demands can sometimes feel so outlandish, so out of touch with what's going on. Like, 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 like sit through it. lot of, just like 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. Like just millions, if not billions of dollars. And they call themselves poor. They're like, oh, yeah,
Starting point is 00:25:18 well, I was with, you know, X on Tuesday and B on Wednesday. And they're just like so rich. I'm so poor. I'm like, if you're poor, what am I? What are my parents? What are my grandparents? And it's like, I don't think that a lot of people understand how tight knit the, like, bubble is up there. And we sit. It's actually a request I hear from clients quite a bit is that they want to stay like in their bubble. They don't want to like know what else is going on. They don't want to be around other people. And that's how like the 0.01% lives. It's just like in this bubble away from everything else. So when I spend too much time around that, sometimes it is a little bit like shocking or I'll go home. And my mom's like, you need to touch grass. Like, why are you talking about a private jet? Like 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. You know, 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 and I'm like, you need to fix this right now. I can't fix this. I'm like so sporadic.
Starting point is 00:26:26 My biggest nightmare in life, probably similar to you, is making somebody's 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 by clients now. I'm like totally unfazed. It's just like a, 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. end, and I want to always keep that softness because I feel like it's really important for all of us to have, like, empathy and be soft humans. It's important as females to have that. But you get shit kicked enough. Like you're going to build a wall. You're going to get tough. And that's kind of just what I think what's happened. Because 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. Are you a crier?
Starting point is 00:27:22 Total crier. You will sob. In the shower, though, like big shower cry. Not crying at work. No, no, no, no. Would never. Would you ever. 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 on, like, where they're going, what you're doing? Wife is gatekeeper. 99% of the times. Yep. She, that is like, usually after our initial call, we always make jokes usually on the first call because it's like, well, we got to 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 a really nice vacation.
Starting point is 00:28:12 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,
Starting point is 00:28:29 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, pipe drive. 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 state,
Starting point is 00:29:00 agents 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 pipe drive.com slash HSR to get started with a 30-day free trial. No credit card or payment needed. A hundred thousand companies are already using it, so why not join them? That's pipe drive.com slash 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 like a very big difference. between wealthy, rich in fame? If you had to break this down, what would it be? If famous people are poor most of the time.
Starting point is 00:29:37 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 and 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, the like A-list celebrities.
Starting point is 00:30:02 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 show up with, their assistant gives me a sheet of paper, six pages long. They have me grocery shop. Every little detail they want, if 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. So I'm like, damn. Why did I just put 400 pounds of gummy bears in your closet? I'll never know.
Starting point is 00:30:25 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 also is 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 sheets on their wife and hates their kids and all this stuff. The world is not what we saw in succession to bringing 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,
Starting point is 00:31:01 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 going to get a little bit of like post-purchase anxiety and yell at me.
Starting point is 00:31:22 So we'll probably not work together. My service is more for people that are, you know, worth over $100 million. But you never know if it's the right client. We'll figure it out. But those are, yeah, those are three big pillars with a lot of weirdness going on between them, for sure. What are your thoughts on that? If I could have my ideal situation, I would 1,000% choose to be ultra wealthy and be completely unknown. I know.
Starting point is 00:31:46 Like, I think that is the biggest flex 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 the past, I believe. Even to your point, like most of the people that are worth over $100 million is like they are men. And yeah, 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.
Starting point is 00:32:26 Which we love and appreciate you for. 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, Like there are tradeoffs 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.
Starting point is 00:33:02 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 creators 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 main audience is women in like 30 to 55, which is epic.
Starting point is 00:33:36 That's the only reason there's conversion on this, by the way. I think that's what it is. Because as I said, luxury markets on social media, terrifying. Not always a smart decision. So that's probably why. And like I get so emotional about meeting these people. They come up. I can't even.
Starting point is 00:33:53 They're like, cry on the podcast. 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,
Starting point is 00:34:05 you've just created a space for me to like go to work and when I get yelled up by 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. Do we have production? Do we have a tissue? Yeah, it's crazy.
Starting point is 00:34:18 Like, to know that you're inspiring. People will 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 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.
Starting point is 00:34:51 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 5,000, probably 5 million other people looking at.
Starting point is 00:35:21 the influencers 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's stuff and I'm good at sales, I'm good at marketing and showing all of those things that little like lives 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 are everything.
Starting point is 00:35:55 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 and laughing and dancing and just being me. That'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 thing that came to your head?
Starting point is 00:36:15 I don't know why. I just like flashed to the club and guys were attacking me. Just 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.
Starting point is 00:36:32 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 tradeoff. I almost think it's like, they always say you sell your soul to the devil in 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 where I'm
Starting point is 00:36:55 going to like, you know, mobbed in the streets or anything. But people that are so famous, like that must be hell. You can't even get your nails done without people taking videos of you. Like that's a crazy hellish on earth tradeoff to be that famous and probably still dealing with money problems here and there. So, yeah, it's always crazy to me. What do you think about the saying money doesn't buy happiness? I disagree.
Starting point is 00:37:17 I do too. I'd like to hear your thoughts. Yes. Yes, I disagree. I thought $100,000 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 going to make, you know, 20x 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's psyche. I didn't have time to meditate. I was like not going to 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 going to be depressed. But if you are taking care of yourself and you're, you know, trying to stay 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 life, it's about creating opportunities for yourself. And so I fundamentally, a 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 rangerover. If you are that level of depressed, like it doesn't matter what car, you know? Yes, 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
Starting point is 00:39:09 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 hell. I don't know how my mom managed with two of us, by or, like, with rotating between 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 going to bring.
Starting point is 00:39:44 me to like this nepo baby conversation because I say 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 daughter's on a 400,000 dollar trip please bring her budget 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 going to 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
Starting point is 00:40:30 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 situations. 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 going to do these calls for you. It's all going to be fine. Then I feel
Starting point is 00:41:04 like a little superhero on 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 huge, do you know about like the third generation thing? No. Okay, so everybody, it's just like a global phenomenon. Yeah, usually by the third generation, the kid comes in and blows everything or gets into drugs or like something happens to stir the pot, basically, and cause the money to all flow out. We don't see that in the Middle East.
Starting point is 00:41:34 There's like nine, ten, eleven 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, Canada, 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 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.
Starting point is 00:42:10 from social media, from all these, like, new revenue streams that we've created. And they blow money like no immoral. 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.
Starting point is 00:42:28 I also think it's a crazy dynamic when I'm sure you see 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. like 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
Starting point is 00:43:03 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. Right. We're going to get in. This is how I'm 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 pre-napp. Like, it.
Starting point is 00:43:40 It was 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 going to have from someone, it's going to go to the next level. To the moon. 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. boyfriend at the time was like you are going to open up your bank accounts you're going to like for your
Starting point is 00:44:14 business because I wanted help I'm going to help you figure out what you're going to do next I'm going to 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 me to you and Troy so Troy baby Troy Troy's here watching this hi babe um can you talk a little bit about who Troy is Yep. How your dynamic started. And then we'll go from there. What a story. Oh, my God. I wish we had this epic. Like, we met in a grocery store. I don't know what's with me in grocery stores today. That's like my go-to. 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 L.A., I think, was their original. So basically we get the hottest models from like the major cities. So Miami, L.A., we have elite, like, 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 while we get super drunk for like nine hours straight. It's fantastic. It's fantastic.
Starting point is 00:45:19 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 looking for a husband. I'm like, what's going on here? We've got to figure this out.
Starting point is 00:45:36 Any job, any boy. And I was kind of, I had a couple guys that was seeing. at the time and Troy came up to me and I was just like scrummaging through my bag looking for God knows what and Troy came up to him was like, hey, how are you? I was like, hi. You know, please 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, how creepy is that? That's terrifying. In Miami, no. Yeah, fair enough. So, yeah, I was like, that's so bizarre, got up, went for dinner and And then Troy ended up sitting at dinner, like, beside me. And I'm like, this freakazoid. He has followed me all the way from a beach to this 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's 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.
Starting point is 00:46:35 But wait, I had no idea that you guys started dating at the same time that you started working together. Oh, yeah. No, he's a, 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.
Starting point is 00:46:57 And, like, would hire this random Canadian chick off the street to work for him a week into us dating. Like, that's crazy. No one should do that. All of his friends and 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 if at least if I break your heart or you break mine, like you're going to have more money. So you'll be fine.
Starting point is 00:47:15 I don't think you believe to 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.
Starting point is 00:47:32 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. 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. I can't believe you believed me. But we're here now. So how did you guys handle the dynamic of like the unsexy 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 almost 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 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. And I was like, that actually doesn't make me feel comfortable. There should be 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.
Starting point is 00:48:47 My relationship I've plastered as 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.
Starting point is 00:49:17 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.
Starting point is 00:49:27 I 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, like, it's 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 not either of those things. And I know that and he knows that. And he knows that. that's all that matters. So now that I have, 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'd 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
Starting point is 00:50:29 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, 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 kind of like ebbs and flows. You know, sometimes in 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.
Starting point is 00:51:23 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. 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. 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 respected 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, 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. And like, when. 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.
Starting point is 00:52:39 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. Yeah, of course. The first thing I'm like, okay, so are we doing a sponsored wedding or are we going to pay for this?
Starting point is 00:53:00 I'm like, and I'm so sorry to all of 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 throw a big party, do all the things. I like the way that you guys did the eloping 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 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 on investment? A hundred percent. Everything I do is about how it's going to return, every relationship, 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.
Starting point is 00:54:04 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 Livy 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
Starting point is 00:54:44 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, you know, walks of life to be able to operate a society. Totally. Have to. 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 like,
Starting point is 00:55:23 very similar to you, the thought of being able to be a backbone for your community or like your family is so cool to me. Like to know if anything at major ever happens, like, we've got, 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, like 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? So 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 like the wealthy getting wealthier. I've noticed the opportunities for investing look a lot different than the opportunities for obvious reasons, right? Like we have clients now that will give us pre-Series A deals.
Starting point is 00:56:09 Like you get to get in at the ground up. There's opportunities for us to get in double as well, right? Like we can come in on an influencer front like front for 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.
Starting point is 00:56:39 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. That's a whole episode for people that want to get in on it too because the. 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.
Starting point is 00:57:34 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 investing. Look at, like, Dave Gretman. Right.
Starting point is 00:58:00 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. It's like, 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.
Starting point is 00:58:26 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.
Starting point is 00:58:43 I think he calls them like coupons or something. But 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, is Dave Grotman 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.
Starting point is 00:59:05 Well, that is literally what I have on right now. This is Steady State Superloft 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 Loule Lemon connoisseur, but they've been doing limited color runs with new styles and they drop every Tuesday.
Starting point is 00:59:43 Lululemon also offers free returns, so there is no risk if you change your mind. Head to lululemon.com for new drops every Tuesday before you watch the podcast on Wednesdays. That's lululemon.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.
Starting point is 01:00:11 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 a 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.
Starting point is 01:00:43 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 getstandly.aI slash Maggie. 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,
Starting point is 01:01:06 because it's not a, I don't think it's a good look. all the time people are like, 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 got it done. And that's
Starting point is 01:01:39 awesome. I think a lot of girls will relate to that, but I think that the missing part for them is going to be, well, how do I shift my mindset towards that? Because it sounded like that was something you had to shift. Yeah. How do you start? You know, I think there's a couple 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 like 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
Starting point is 01:02:21 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 because there's somebody and it rolls Roy's 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, 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, like, I guess we're good. During that time, we kind of lost a couple close family members of ours 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
Starting point is 01:02:57 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 because 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. Because like I'm awesome, and I did it, and I'm providing. And that's not fair for me to just sit around and say I got lucky, because I think if you think that you can get it done with good work and you hear that from
Starting point is 01:03:35 other women, then that's going to 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. Yeah. And it wasn't handed. And I think there's such a saying that's so true and I want to 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 going to ask you earlier, yeah, is, 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,
Starting point is 01:04:17 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 didn't, I don't really still talk to people from, from university. Like, my childhood best friends and high school best friends are my people. Okay. But there have been seasons
Starting point is 01:04:57 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.
Starting point is 01:05:28 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 dad eat 30 $30 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 the right people. Eps and flows of life.
Starting point is 01:05:47 Yeah. You have to. Because we also can't necessarily sit here forever as much as. it is important to stay grounded in that. Once a while, you've got to lock yourself in a room for eight months and get shit done. So we've talked a lot about very, very, very wealthy people today. I want to talk a little bit about the hacks for people that can, like, steal from the rich. Steal from the rich. What are some travel hacks 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?
Starting point is 01:06:21 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 with the grocery shopping. Oh, my God, girl, let's go on a day to Airwine. I know. I've never been to Airwam, by the way. I know, it's offensive. But I'll be, 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 operational. 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're on a website. And, you're you're you will, you know, see the list of all the different flights and it'll be like $1,200
Starting point is 01:07:26 bucks. It's 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.
Starting point is 01:07:46 You know, how many people call me with emergencies because somebody died or they had a, you know, broken ankle and they don't have trip insurance, they don't have a credit card with trip insurance, and 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.
Starting point is 01:08:07 It's going to come back to bite you in the ass eight out of ten times. Just book refundable, please. For the love of God, book refundable. Are there any things that like work when you're showing up to a hotel desk and you want an upgrade, 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 going to give you what you want? Oh, yes. Oh, yes. And Troy has taught me this. I am the first person to walk in by like, hi, could I have an upgrade? 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,
Starting point is 01:08:39 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. Run it. 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 because 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 till you make it and say you're an EA for
Starting point is 01:09:17 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, because 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 just treat it like a business relationship. When a client asks you to do something outrageous, outlandish, you have no idea how you're going to get it done. What do you do? Panic, cry, scream, vomit, and then pull myself together and figure out what it's going to 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 and 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, you have to train them because 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, you know, many of these people are going to be able to get it through their own connections, but they want seamlessly. They just want everything set up. So I don't want to call them
Starting point is 01:10:20 with a no, we couldn't do it. So it's just figuring out, 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 doors, go knock down a door. If I need to find in New York to get my client into Fort Charles, 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 add the day for dinner. There's like any way to get it done. You just figure it out. It's like the, if you're, If you had an hour to get something done or your whole family was going to be kidnapped, like, you would find a way to get it done. So I just take everything very seriously and get it done.
Starting point is 01:10:54 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 like just life. Somebody's going to call you a bitch.
Starting point is 01:11:14 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 like doesn't take no for an answer is like willing to push the boundaries is super innovative. They're like problematic because it doesn't society wants to put you in a box and you won't get in the box and you're like forcing your way out. And you're really misunderstood. Yeah. And I think that I've been called maybe mean girl energy or problematic. But it's like I'm like you. Like 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.
Starting point is 01:11:54 I don't think you should apologize for it either. Yeah. But do you think that that can be interchange? 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 know, you want return business, whether you're the one doing business or accepting business. So, yeah, I think balancing, you got to, you got to balance being kind and empathetic and warm and making people trust you with problematic. So it's okay to, you know, cause problems and make people be like, oh, Liv, you're going to make me do this again. I did not. The hotel sold out. I can't give you the penthouse. I'm like, you're going to have to.
Starting point is 01:12:45 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's okay. Just don't be a bitch. Like an actual bitch. Okay, I'm going to be problematic for a second. Production.
Starting point is 01:13:03 Can you bring in my problem? Oh, my God. I'll hold it. Not the lobster. Okay, this is a little bit smell. I'm terrified. I'm terrified. Please hold this.
Starting point is 01:13:19 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 man.
Starting point is 01:13:34 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.
Starting point is 01:13:57 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 switch 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 meet mid-charter, mid-mediterranean is like a freaking nightmare.
Starting point is 01:14:25 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 workarounds, 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 hand 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,
Starting point is 01:15:01 but definitely made me giggle a little bit. I'm like, oh, 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 very difficult for me to, 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
Starting point is 01:15:42 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 vacuumed 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 hallway smell that comes in. Like, there's so many finite details with requests like that. And that can be very problematic for me, because there is
Starting point is 01:16:16 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. So let's get into it. Okay. I'm so excited.
Starting point is 01:16:32 Olivia, what is the last thing you put on your credit card? Smoothie. From where? 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?
Starting point is 01:16:54 No, it's not. Where is this from? This is Vivian Westwood vintage. Obsessed. Fantastic, right? Where is it from? My stylist pulled it. A love!
Starting point is 01:17:01 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 bad? No, I love it.
Starting point is 01:17:14 So St. Bards or Aspen? Neither. Utah. 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 ha ha ha.
Starting point is 01:17:39 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, L.A. and New York. So usually I will try and stay away from the hot spots. But teach thorough. Where's number one on 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.
Starting point is 01:17:56 We're kind of on like the Africa bandwagon right now. I want to go to like Gorilla's Nest like one and only. Rwanda would love to go there. And yeah, actually I'm really craving like a province 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. and go to sit down. You can only pick one to have for the rest of your life.
Starting point is 01:18:19 Taylor Swift, Drake, or Kylie Jenner's plane, and why? Well, okay, wait, does Kylie Jenner's plane come with, like, docking fees? Like, is it covered for life? Everything covered. Kylie Jenner's plane. 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, no.
Starting point is 01:18:37 It's like you either get Taylor Swift, Drake's, or Kylie Jenner's plane for the rest of your life. I think I'm actually still going to go Kylie's. Yeah, I like her playing. 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.
Starting point is 01:18:55 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. A mon or one and only? A mon. Is that the most, like, luxurious hotel chain? Their concierge is unlike everything else.
Starting point is 01:19:10 My trifecta is like four seasons, Ritz Carlton and Amman, so I usually stick to those three. But Amon, concierge-wise, like, unbelievable. And they're another, 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.
Starting point is 01:19:32 That's a really fun part of my job. We've had a couple, like, we do, we pull like, you know, well, you know the whole Armas game, obviously. So when a client wants something, if they also don't have time to go in and do the whole appointment thing, we can source from different parts of the world so that when you get to Capri, your little Kelly Picnic is sitting on the bed waiting for you. What's the most expensive or mezze bag that you've sourced? We had a shadow Birken that was very rare. That was very, very expensive. And it shouldn't have been that much, but that was like over 150. Okay, you can only pick one to stay up for the rest of your life, Villadeste or Hotel de Cap.
Starting point is 01:20:08 So I personally haven't been to Hotel de Cop. That's why it's unfair for me to say this. Okay. Villadeste is spectacular. Probably Hotel de Cop. I haven't been, but just from my experience booking there and everybody's photos, I would assume that it's fantastic. So let's go with that. Okay.
Starting point is 01:20:27 What is the hardest restaurant to get your clients into? Freaking New York right now. Oh my gosh. Anything New York. Right now, I would say for Charles. Has. Or 86. have been difficult, but it's because they're just small and they're tough. So, and newer.
Starting point is 01:20:45 Why does a restaurant become a hotspot like that? 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 on, 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.
Starting point is 01:21:14 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?
Starting point is 01:21:38 happen because it's probably not the owner, is it? I mean, owner's 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 want to be hitting them up and annoying them. You want to have like a really solid GM. Yeah, 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 Well, that was, yeah, yeah, I would say 500,000. But that was in like four hours. It was just very quick.
Starting point is 01:22:12 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. Concierge services are not usually that expensive. But yeah, you can make, like, you could stay somewhere for a night and take a, like, G7 and easily spend that much money. Very, very easily.
Starting point is 01:22:31 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 because I feel like I can get it done. someone's going to listen to this and you're going to have to happen. Yeah. Yeah. Okay, what vacation location looks incredible on Instagram, but you would never send a client to? I don't love Bali.
Starting point is 01:22:58 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. In certain areas, yeah. Are the LA Celebrity Tunnel is actually real? No comment. No comment. Have you been to the LA celebrity tunnels?
Starting point is 01:23:28 No comment. Okay. They're real. Most expensive mistake you've ever made. So I once, I think when I was starting, probably about a month in, I accidentally, when I was learning how to use the systems, I accidentally booked a non-refundable trip on the wrong date. for a client that cost Troy like $15,000. But, okay, I love you. I'm sorry.
Starting point is 01:23:54 Where would you go if you wanted to have the most confidential lunch in Los Angeles? Not, like, probably Chateau Marmont or something. Yeah, it's just, it's crazy to me. I don't spend a lot of time in L.A., 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. Yeah. Just backroom. 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. Like, 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?
Starting point is 01:24:42 I hope so. I really hope so. I mean, we've got like Lake Louise, you go to the Fairmont down there. Unbelievable. Whistler, anything. West Coast. People love Toronto, a lot of nice people. There's some really cool, like, golden nuggets in Canada and the exchange rate is so good. Like, aloe, same price. They don't change. A lot of places do, you know, they, you know, Carthier is 20% more in Canada, but Alow and Lula Lemon are like the same price in both countries. So like go down there and shop. Go to Orritsia. I literally never buy designer stuff in L.A. or anywhere in the U.S. 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
Starting point is 01:25:24 why you're buying this. Yeah. It's crazy. So I do this thing called HSR love notes that are like affirmations to help retrain my toxic brain. If you could tell yourself one HSR love note for the rest of your life every single morning, what would it be? You've got this. Period. Full sentence. 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, it's been so good. There's just so much going on. I mean, probably like Zoomies. Like from being on Zoom? Like a, no, like a dog. Oh, I was like, that's so depressing. No, like, that's so depressing. No, like, zoomies, like, I picture my little puppy just like screaming everywhere. That is quite literally how
Starting point is 01:26:08 the last season of my life has been. I think we're entering a new phase that is just going to be like butterfly. 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've got to shift out of the Zumi's, 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. Maybe more, yeah. Okay. So you travel 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
Starting point is 01:26:51 I'm very 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 going to be a more successful person and work more efficiently every day. So do you need a routine? For some people, yes, for me, no.
Starting point is 01:27:33 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, because I have seven hours of meetings one day, you know, I've got to 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 Fernie, 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 Livy. And HSR has done the most to help me already.
Starting point is 01:28:09 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 gosh. She's been such a good job.

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