Trading Secrets - 270. Olivia Ferney: Travel with Livii breaks down the business behind luxury travel, power in networking, NDAs, outrageous requests, and all the shocking $$$ behind it!
Episode Date: December 22, 2025This week, Jason is joined by Olivia Ferney, better known online as Travel with Livii, one of the fastest growing voices in the travel creator space! Olivia has built a loyal audience by doing somethi...ng many luxury and event experts don’t do - giving honest realistic breakdowns and unfiltered discussions of what travel actually costs and the many nuances of luxury travel. Olivia shares how the most powerful, wealthiest and famous travelers are traveling with full transparency to the price tags and all the crazy requests. She has been going viral the last six months or so for her transparency and was just covered in full by the New York Times, CMO of Top Tier Travel. Olivia dives into the behind-the-scenes of her viral videos reenacting outrageous client calls, what truly makes a great client for Top Tier Travel, and what’s included in their Concierge Plus program. She breaks down the types of clients she won’t take on, why she refuses influencer negotiations, and the most common scams people attempt to pull. Olivia also shares how close she becomes with Concierge Plus clients, how she navigates NDAs while still telling compelling stories, and the realities of the Top Tier Travel business model. She discusses where she actually recommends people go skiing, where the most expensive travel really happens, and the most outrageous request she’s received to date. Olivia opens up about her commitment to transparency with clients, her perspective on the private jet industry, her role as a mediator, what she’s learned from working with ultra-wealthy travelers, her goals for the business and earnings heading into 2026, and the practical travel advice she gives everyone—luxury or not. Olivia reveals all this and so much more in another episode you can’t afford to miss! Host: Jason Tartick Co-Host: David Arduin Audio: John Gurney Guest: Olivia Ferney Stay connected with the Trading Secrets Podcast! Instagram: @tradingsecretspodcast Youtube: Trading Secrets Facebook: Join the Group All Access: Free 30-Day Trial Trading Secrets Steals & Deals! Quince: From Mongolian cashmere sweaters to Italian wool coats, Quince pieces are crafted from premium materials and built to hold up without the luxury markup. Get your wardrobe sorted and your gift list handled with Quince. Don't wait! Go to Quince.com/tradingsecrets for free shipping on your order and 365-day returns. Now available in Canada, too. Upwork: Instead of spending weeks sorting through random resumes, Upwork Business Plus sends a curated shortlist of expert talent to your inbox in hours. Trusted, top-rated freelancers vetted for skills and reliability.... and rehired by businesses like yours. Right now, when you spend $1,000 on Upwork Business Plus, you'll get $500 in credit. Go to Upwork.com/SAVE now and claim the offer before 12/31/2025. Nutrafol: Nutrafol is the #1 dermatologist-recommended hair growth supplement brand, trusted by over one and half million people. See thicker, stronger, faster-growing hair with less shedding in just 3-6 months. Give the gift of confidence this holiday season with Nutrafol. For $10 off your first month's subscription plus free shipping, go to Nutrafol.com and use promo code TRADINGSECRETS. Function Health: Own your health for $365 a year. That's a dollar a day. Learn more and join by visiting www.functionhealth.com/TRADINGSECRETS or use gift code TRADINGSECRETS25 for a $25 credit towards your membership. YouTube Title: Needs to be 100 characters or less Mark Notarainni: EVP & GM of Intuit Consumer Group, discusses prioritization, adaptability, and AI innovation.
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Welcome back to another episode of trading secrets.
I'm also here with the Curious Canadian for the pre-market trading segment.
We'll tell you a little bit about this guest, something going on with David and I in our lives
and we'll then ring in the bell with our guests, which we're very excited about.
But most importantly, happy holidays.
We have Hanukkah, we have Christmas.
A lot of action here as we wrap up 20, 25.
David, how would you tease?
You know what?
Before you even tease this episode, it's the holiday season.
Let's give something away.
We're big on reviews here, and I just want to give a shout out to Ashley S.2.
Shoot us your mailing address.
Trading Secrets at jasontarduk.com.
I'm getting all the gift cards out this week.
Thank you for a five-star review.
Oh, my gosh, David, she left four or five paragraphs here.
What I'm going to say one of the paragraphs,
what I appreciate most about trading secrets is how actionable it is
and the diversity of guests you bring on.
Jason's doing a great job bridging the influencer world
with real business strategy across industries,
making the insights feel relevant no matter what field you're in.
So, hey, go give us five stars.
Let us know the biggest takeaways,
what guess, what industries you want us to cover
because we are giving things away.
So, Ashley, shoot us a message.
Now, David, how would you tease this episode?
I mean, it's electric.
I mean, it is totally a look into a life that I don't think is going to be very common or relatable for a lot of our listeners.
So I'm hoping, and I say this in a way where I'm hoping you can listen to this and just let your mind wander on some of the insane things that you're going to hear in all things luxury travel.
I think it's highly entertaining.
And like we tease a little bit on this could be an entertaining podcast and also an entertaining TV show in the future.
So electric is the way that I would put it.
We have travel with Livy as our guest.
Now, if you are traveling anytime soon, you will get some trading secrets from this.
And also, she is doing all type of traveling guidance, insight, and let's call tea with the wealthiest, most powerful in the world and has gone viral doing it.
These stories are electric.
These travel hacks are like no other.
Now, David, before we ring in the bell, it's the holiday season this week.
Talk to me about what you're most excited about for Christmas this week.
The thing that I am most excited about, Jason, is time.
And I mean that when I say it this time.
Every year for Christmas, on Christmas Day,
I've had to leave the last three years to go to a big hockey tournament in Calgary, Alberta,
the Max Midget Tournament, Circle K Classic.
And I'm not doing it this year.
And when I found out that Caleb was going to be born,
that we were having our second son in December,
I said there's no way I can leave Ashley for eight days in the holiday season.
And so for the first time in a long time, I have three weeks of no practices, no games, no nothing.
And I am so excited for time to spend time with my wife, with my two sons, with our families, and just be able to relax as much as I can with two newborns.
So that is what I'm most excited about.
I'm excited for the food.
I'm excited to see some friends.
I'm excited for all that.
But I'm excited to have the time to actually enjoy these things and take a breath and take it all in.
The power of saying no. I mean, you can't beat that. I cannot wait to be with my family. I'm most excited about that. But your point does bring up a really interesting one. One that I'm now dealing with, and I'm going to be probably after bringing this to social media and ask how people do it, what they do. But when you're in a relationship and, you know, the holiday times are so important to both families. And you both live in one city together like Catherine and I do in Nashville. But our parents live in other cities. How do you do it? Is it rotating?
dating every other year? Is it splitting up until you have kids? Is it going early for one,
then going to the other? One gets Thanksgiving. One gets Christmas. I don't know. If you have
suggestions, give us five stars. Let us know in the comments the first time we really had to deal with
this. And probably the last Christmas, we won't beat together. But we'll have to figure that out
because this Christmas, we're going our own way, which makes me pretty sad. David, before we're ringing
this bell, you got any thoughts on you? The curious can't always got something for me.
I'm so glad you guys are thinking about this, talking about this. My advice is
figure it out because whatever you do just figure it out and stick to it because as you know
in my in-laws here big italian family i'm the lucky one my family's so far away that you know we just
do christmas here like so it's lucky in the sense that we don't have to deal with this it's unlucky that
we don't get to spend the holidays together um they've came here before but all of my brother-in-law's
have wives that are also from here and the dynamics of who goes where and what on christmas eve
and christmas day between the two families and ashie's parents are separated but still
do some of the holidays together. It's chaos. We just kind of get to be on the side and eat our
popcorn and see every year it becomes a thing. So whatever you guys decide to do, just stick to
it. If it's every other year, if it's Christmas Eve at one, Christmas stay at the other, just stick
to it. It'll make it clearly communicate the expectations and boundaries for all. And that was
what will set up the most important thing, which is for you and Catherine, to be able to enjoy the
holidays together. Exactly. Compromise and communication. I think that's like honestly the biggest thing
is her and I will have no problem just like whatever we agree to, sticking to it.
It's not going to be her and I coming to a solution and staying true with it.
It's going to be how the families react because both sides are very passionate about the holidays.
But you know what?
Good problems to have with families that, you know, have such, you know, truly like passion and desire to be with you on the holidays.
So good things that happen.
We'll see what happens.
If you guys have advice, I always listen to Trink Secrets.
money mafia, so let me know. But you know what, David, enough of us in our holiday problems and
successes. Let's ring in the bell with the one and only a wild, a wild episode with
with Livy. Welcome back to another episode of Trading Secrets. Today, we are joined by Olivia
Fernie. Better known online is Travel with Livy, one of the fastest growing voices in the travel
creator space. Olivia has built a loyal audience by doing something, many luxury and event experts,
don't do. They give honest, realistic breakdowns and unfiltered discussions of what travel actually
costs and the many nuances of luxury travel. Olivia shares how the most powerful, wealthiest,
and famous travelers are traveling with full transparency to the price tags and all the
crazy requests. We'll get into those. And she has been going viral the last six months or so
for her transparency. It was actually just covered in full by the New York Times.
CMO of top-tier travel. We are going to get into it today, the business behind luxury travel,
planning, costs. Of course, I got to ask about commissions, all this stuff. Olivia, thank you so
much for being on Trading Secrets. Hey, thanks for having me. It has been a whirlwind for you. I remember
we were talking a little bit before the podcast, but it was, I think it was around like June or
so, right? You have this video that just goes absolutely viral of a client requesting,
guys, listen to this, specific lines that are in the accommodating.
because of allergies.
And then your video went on to say, guys, just so, you know, this is legitimate.
So my testament to you is so cool because financial transparency and breaking down the walls of a space that most of us never get to hear about, never get to see.
So congratulations on the success.
What do you think it is since June that you've been able to grow your following the way you have?
And, I mean, I'm looking at the article right now.
New York Times picked you up.
Everyone's buzzing.
What is it?
If you had to take the psychology of it, why?
I'm personally so intrigued myself.
We never expected this.
I'm a marketer at heart.
So when I joined the company, I was just kind of throwing stuff at the wall,
hoping and praying for something to stick.
And we got off the call one day with a client that actually wasn't even a client yet.
And she was just like letting loose on us.
And that's something that you see a lot in my industry.
And, you know, we just took the brunt of it and got off the phone and we're laughing a little bit
and decided to, you know, to do this call.
Like, screw it.
let's do a reenactment of this call and we posted it and it went yeah like mega mega viral and then of course
the limes was one of our first ones that went super viral as well and it's so interesting to me that
people are so enamored by all of these things and maybe it's because i'm just so used to them now
that i'm kind of like numb to it i'm just so used to all of these crazy crazy things and
i yeah i just i really i really don't know i really don't know but i'm happy that i get to share it with
people because it seems to bring a lot of laughs to people yeah it's laughs it's interesting it's also
just like it reminds me like you should have a TV show because you can't stop whether you're
annoyed by the content because you're like I can't believe someone's spending a million dollars on
a day or you're just intrigued by it either way you can't stop watching it so I feel like it should
be a TV show maybe it will be we'll talk about that in a little bit but before we get into it
I think people probably back home a lot of the stuff we talk about like consumer protection
navigating careers how much people earn things like that and this is kind of the opposite of that
It's not about like pinching pennies.
It's actually about experience and creating something different.
So for starters, like what is, if someone was like, okay, wait, just start from the top.
What is top tier travel?
Like how do you define your clients?
How do you know who to work with and not work with?
Give me the breakdown.
I mean, that's a huge piece of what we do.
We have to say no all the time.
Interesting.
We have such an influx of people coming in, especially from social media now.
And a lot of them are just not the right fit.
There's two things that make a very good client for us.
First off, the company, I'll backtrack a little bit.
the company is split into two pieces. So the vast majority of our company is top-tier travel,
and it's just us taking care of hotels, accommodations, private villas, stuff like that. So
you might call me and say, hey, live, my family needs a villa in Cabo. Here's our $50,000 budget.
Here's the dates. That's it. And then we always guarantee the best pricing, which we can do
because we have phenomenal relationships with hotels and villa owners globally. So we're able to
provide value that way. And those are, you know, again, the vast majority of our clients. And then the other
piece that everybody loves is our concierge plus program. So those people pay a yearly retainer
anywhere from like 60 to 100,000 plus a year. And that gets them trip planning and all the
crazy things that you guys see online. Okay. So what though, if someone's like, I'm going to guess
majority, I don't want to make this blanket statement because I was very surprised we've done
some things and some people have invested and done some cool things. So I don't want to make a
blanket statement. But majority of the listeners will not qualify for your program. So
So, but I know they'll be curious.
What is the, like, do you have a income threshold?
Is it a spending on travel per year threshold?
Is it a certain power, wealth, or fame threshold?
What does that look like?
Definitely not power, wealth, or fame.
I mean, obviously, if we find out that somebody's a billionaire
and coming in, that's great.
But that also could not mean that they're the best client.
That could be somebody that comes in and is going to treat me like trash or my team like
trash.
And I don't care how many millions you're spending.
Not worth my time.
So we try to avoid those types of things.
Also, I mean, a lot of celebrities look like they have a lot of money and don't have a lot of money.
So I'm not necessarily going to hire you because of your fame level.
Wait, I actually love that take. That's really interesting.
It's so true. Do you see that a lot? Because I always noticed that when I was in the banking industry for 10 years, I always noticed that a lot of the people that flex to have the most numbers.
Yeah.
You know, numbers don't lie. And then people that are actually living some of the most modest lifestyles have the biggest wealth and you just can't believe it. You notice that?
Yeah, I'm a big. I try not to judge people.
There's the whole new money, old money thing.
And I think a lot of people who have these, like, generational wealthy families
love to hate the guys in Gucci suits walking around.
But sometimes they just love Gucci.
And they want to walk around and dress trashy, so to say,
to the, you know, generationally wealthy families.
And that shouldn't, like, in my eyes, it just never makes a difference.
The old money hate the new money.
The new money hate the old money.
So you just, you know, you never really, I try not to judge a book by its cover in that sense.
I'm trying to think of other people that are funny.
I mean, we've had some crazy celebrities that I've looked up to for years that, like, tell me they're going to book something and then just never pay their bill.
And they'll try and scam us out of things all the time.
We see that like crazy.
Because it's funny you said, because I was in Cabo recently, and I knew one of the resort owners, and it's a nice luxury resort.
And she was saying how often celebrities and influencers will come in.
They'll commit to certain posts and dollar amounts, right?
And they'll just straight up stiff them.
And I'm like, how do they do that, knowing the PR risk?
Well, first of all, how do they do that with your integrity, but the PRS, how often and, like,
do you have a story or two of someone that just didn't pay you flat out?
So, luckily for us, we don't do any influencer negotiations.
I mean, there are amazing influencers out there.
They're also not so amazing influences, I'm sure.
But for us, we don't do any deals like that.
So we've never gotten screwed over by somebody that's not going to post for us 10 times,
where things, I've seen some interesting ones where I had a, I can say his name because he never
went through.
His name was Fernando.
and he sent me his passports, his lover's passports, his ex-husband's passports, and we spent
hours on the phone going through the most dramatic storytelling and all these, but he knew
what he was talking about. So he was trying to get me to book a trip to Barcelona, but he knew
the details of the suites where he was staying. And you just, you know, when you speak to somebody
of that, like, echelon, whether or not they know what they're talking about. And he was so well
spoken and knew everything. So I'm like, this is a very legitimate client. Again, once you get the
passport, it's usually, you know, that's a good starting point. We booked everything, but we
had like two days to cancel it all because it was non-refundable after that point. So I said,
hey, if we don't receive your wire, we're going to cancel it. No biggie. We'll redo the trip
next year, whatever you want to do. He sent me a fake wire. A fake wire? Yeah.
Wait, wait, wait, again, going back to my banking days, I didn't know if something existed.
Well, how does that work? PDF altered wire confirmation, which is wire fraud.
documentation. Fake documentation. So we'll accept that sometimes. But what happens is we have our entire
legal team go back and take a look. I have no idea what a fake wire is and what's not. So we'll call
the bank, make sure that everything's on route, especially if it's like Friday and we might have to wait
until Monday. Yeah. So we'll just, you know, we did our due diligence and it was fully a fake wire.
What gave it away to me the first time, my eyes even caught it because he spelled the business name wrong
on the wire. Wow. If you're good, I mean, if you're going to be a swindler, you better be a good one. At least get the
of your time. I know. Seriously. So that was a little bit ridiculous. But yeah, that's been a
common one, actually, is we've had quite a few people that try and do the non-refundable booking,
which I don't understand because if they did that, I would take the vacation. If I somehow got
scammed into an $100,000 fraud, you bet your ass I will be going on your vacation and showing up
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We have had an array of guests on this show.
We've had those who are actually fraud, parts of the fraud scheme of the Tinder Swindler.
And then we've also have, and I'll transition to,
of this in a second. We've had Ryan Surhan and Jason Oppenheim and Mary Bonnet, a lot of the big
real estate agents that are on. Selling Sunset folks. Yeah, I love them.
And all the different shows. So one thing they talk a lot about to prevent fraud is proof of funds.
And I've asked them a lot about it. Before you get into proof of funds, this is an example of
fraud that you just shared with us. Have you ever had a situation in which you actually lost
money from a transaction or are they always preventative based on receipt of funds?
I you know with a big deal if somebody's booking a $500,000 vacation the odds of that happening
something would have to go so extremely wrong that I had to cover on my end so and we just
it doesn't happen but I've seen people in the industry book you know a yacht and then halfway
through something happened and they were unhappy with the service so then they felt obligated
to give money back to the client I mean I could see that kind of situation happening the only time
it's happened for me has just been when I was starting I had a few smaller deals that I took care of
And every time no good deed goes unpunished, I will end up, you know, giving somebody something
at cost and they take too long to book it.
And then I end up, you know, out a couple hundred bucks or something, which does like friends
and family.
I lose money constantly.
Yeah, but nothing like too material.
But nothing crazy.
Nothing that's going to send me overboard.
So then the biggest thing that would send you overboard is like a loss of time and energy.
That's where the Sir Hanson all them asked for proof of funds.
And they were saying Mary Bonnet, who just came on the podcast last week, was talking about
the biggest transaction she did was 35 million bucks.
and she'll have people that will send fake proof of funds
so they can go into some of these big lux mansions
for social media content.
Do you do anything like that?
Do you have to get proof of funds
before you'll start the process?
Yeah, we do proof of funds.
Every concierge plus member does proof of funds.
But we also know because we're so,
we're like actually family with these people,
anybody that's spending that amount of money with us
and these people are spending millions and millions in travel
on top of their retainers.
We are in their house.
We know their kids.
We take their families out for lunches.
like we're literally intertwined almost as their assistance sometimes. It's really important.
I just like being close with people on that level that I do business with. And I know my partner
Troy does as well. So yeah, we're just in their stuff. So I'm going to see what your house looks like.
I'm going to see what your cars look like. And I also will have access to your bank accounts because
I have your credit card most of the time. I love it. I have a million questions. My brain
is just moving 100 miles an hour and 18 different directions. But I want to go back to what you
first said. Top tier travel. You have a concierge program, $60,000 to $100,000 a year. What does
someone get for that? It depends. It looks different for everybody. That's why I tend to give the
range. Some people, it can be a lot more. And some people are close to that 60,000 to 70,000
benchmark. But it just depends on how much they travel. If it's an exact that takes two family
vacations a year might be on the lower side. Somebody like Jules and Brian might be on the higher side.
You know, they're calling me every week. They need multiple jet charters a week, you know,
just constant, like exact travel and personal travel. Tends to get on the higher end.
Okay, cool. Let's go back to the foundation of what you do every single day. Like, what is
an average day look like for you? How do you find, like you're trying when you're prospecting.
I'm sure you have a great client base now. But the clients that you are trying to acquire are some of
the most high profile people in the world that everyone also is trying to like get in front of them.
How are you getting in front of them? What is your day to day look like? Talk to me about like
the day to day job. I love that question. I, anybody who's tried to work in hospitality or
strive for success in the luxury market knows how difficult it is.
to get in front of these people, and I've tried in many different avenues.
It is insane to me how much of a success the social media has been for that.
I have daughters of billionaires.
I have wives of billionaires or even the billionaires themselves messaging me on Instagram.
That's crazy.
Like I've had to Google some of these people and I'm like, you're who?
Oh my gosh.
Like princes from Saudi, we've got, like anyone who's anybody has messaged me over the last six months.
It's been crazy.
Tell me if I'm wrong, but a lot of those people, especially those who are siblings of
billionaires, you wouldn't know based on their Instagram, right? Like, it's like they have like big
following. No, most of them are actually quite, yeah, when it's that level of wealth, there's
like, I would say we have a lot of chief of staff and EAs as well that we'll get. Those are like
my secret little people that come out and they follow the account. They love it. And usually
they see the crazy requests and they go, oh, this girl can handle my boss. So then we become like a
second arm to those people who are already booking their travel for their their bosses and stuff.
Okay. So we talked a little bit about hiring. How about firing?
When you're firing a luxury client, like, is that a thing?
It's horrible.
Because it seems like part of your job, like you mentioned, the side lovers, the wives,
the wife's, the side, like, there seems like you're also a therapist.
We have a very discreet business for many reasons.
Do you have to sign like all these NDAs and stuff?
Oh my goodness, like crazy.
I mean, I have to sign NDAs before I even talk to like the third assistant most times.
Wow.
Yeah.
Which is brutal because I would love to share all the juicy gossip.
But there's only so much you can.
There's like nothing.
Yeah, there's really nothing.
I have a couple clients that are okay with it, but, you know, those are like years and years and years of relationships, too.
And now the top of the top, I'm like landlocked.
We have to change names.
We have to change stories a little bit.
Like, it's crazy.
Okay.
Well, let's go to the New York Times article.
So it's literally titled, they are rich, they travel, and they love to complain.
A burkin bag overnighted to Capri.
A pink, well, how do you say, Barabbas?
Barabbas.
I don't even know.
Sports car for Gen Z.
birthday party, you're doing it all. How are you being able to speak to this stuff if you have so many
NDA signed? How's that work? Well, there's different types of contracts as well. So I can of course
tell a story to you about any of the things in any of these articles without naming who it is
exactly where they're from or how much money they spent on it. Hmm. Okay. When you play,
so I saw one that you just recently posted and it was a billionaire's daughter talking about F1. It was the
most obnoxious. And I love that your caption was just, what are your thoughts? Is that
reenacted or is that real? We have several that are reenacted. And as, you know what's what's funny and
I actually tell this story all the time, because it's everybody's first question, of course,
is like, are these even real stories? When we started this, it was full reenactments. We're like,
these crazy stories that we have, let's just start recording these and posting it. And it went nuts.
And what happened out of this was this beautiful thing where these epic clients started coming to
us wanting to be a part of the videos. No way. So as this is progressed, now we're getting into
like more and more of them being real clients, which are not necessarily like the top of the top,
but there are young girls that want to be in like reality TV and young girls that just want
to be a part of like the social media. They love it. And a lot of moms too, a lot of my female
like women clients, 30 to 50, I would say like being involved. Unbelievable. All right. So there's so
many moving pieces of the business, what you can share, what you can't share, but you're sharing enough
that it's creating viral attention internationally.
Let's go back to the business model, though.
So when someone's booking the vacation through you,
they're telling you what exactly they want,
and then you're making those visions come to life and some.
How are you compensated?
And on the back end, I assume,
you must have a massive team that's working on all these requests 24-7.
Talk to me about the business model.
How does it work?
How are you guys compensated?
and how do you charge for it?
Yeah, so it's actually, despite what everybody believes,
they think that as accommodations experts, I would call us,
we charge like an extra amount.
So let's say you're saying it when an encore,
it's $10,000 for the week for F1,
and you think we're going to charge you 15
and then take care of everything.
That's not how we work.
Because we have relationships with five-star hotels globally,
we spend our entire lives traveling everywhere,
shaking hands, taking people out for dinner,
to get the best rates at all of these hotels.
Oh, wow.
So, yeah, that's like our bread and bowl.
butter. So that's why a bulk part of our business is just providing access. So first off,
like this weekend, the duplexes are sold out at Win and Encore. We can get you a duplex.
You know, if you need a villa at Resorts World, like we're going to have one ready for our
clients. So yeah, that's a big piece. It's like the access piece. And then, of course,
we're able to get those great rates. So let's say we save 40%. We are able to charge up a bit and
still save the client, you know, 15% on what they would have spent. So there's value on both
of those points kind of with the rest of our clients that aren't under concierge plus.
So to break it down 101, it's like a manufacturer, right?
They're buying in bulk.
They're putting the process together.
And therefore, they're able to buy at a discount and then provide it to a wholesaler
at a cheaper price than if you go to like a retailer.
You guys are working with these vendors.
You're working with the biggest players.
You're potentially buying in bulk.
You have a relationship.
You're doing a ton of business.
Therefore, you can get at somewhat of a discount, still make a fee.
Yes.
The client's happy.
You guys are making money.
And you can get short-term accommodations.
and quick turnaround time.
I'm just curious, F1, Vegas, duplex,
obviously massive markups.
What does something like that cost?
Depends.
I mean, sometimes duplex can be around $10,000 a night,
and for other times it can be upwards of $35,000 a night.
But that's everywhere, right?
I mean, look at any of these spots in St. Bart's over New Year's, right?
Normally, they'd be a couple thousand dollars a night,
and then you go to Cheval Blanc and it's, I don't know,
$50,000 for the weekend.
So St. Farts New Year's Eve could be $50,000.
Oh, easily. Yeah, we have people that spend $200 to $300,000 for like New Year's just weekend.
Okay, give me the craziest markup. So obviously events, like a New Year's Eve and same parts,
are going to drive the prices up based on demand, right? Demand people want to be there.
But you mentioned one of the rooms there, $50,000 on New Year's Eve. That same room at the lowest
point during the year would go for how much around?
$1,200? So you're talking about a potential 50x markup for the right time.
not always, I mean, for that specific hotel, I'd have to look at actual numbers to give it to you,
but mark park, it can be more, it can be less. Like it's insane markup. Look at Art Basel
for Miami. Oh my goodness. You're looking at any of the five stars. They're usually four to
$500 a night on like the lower end and then you can look at $6 to $7,000. Okay. For those same
hotel rooms. It's nuts. What I think is really cool about a trading secret here is someone
could get a $50,000 experience. Of course, it won't be New Year's Eve in St. Barts, but for
$1,200 price point. So for those that are listening to this, that want that luxury price point,
but they don't want. Go at another time. Go at another time. But then the question, you take it the
question right from me, do you have a magic idea of like, hey, these are the months that you'll
probably get the best bang for your buck? Oh, it's, it's, that's an unfortunate question because
people, they're hot times at hot spots for a reason. St. Barts on New Year's is spectacular.
There's a reason people pay that much to go. You know, mechonos is horrible in September,
but it's half price. So are you willing to not lay on the beach in your bikini just to save a couple
bucks? Most people when they have that amount of money, it's fine. But if you're a penny pincher
and you're trying to get some good sales and good deals done, then yeah, just look at when
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Okay.
So we're going to get into the storytelling because I know you have.
so many. Before I do, I want to stay on the questions for the masses. The word you used a lot
here is five-star accommodations. There are a lot of five-star resorts out there. Can you give me some
that are consistently like best in class and maybe some like, hey, maybe think about a different
option? Yeah, I mean, I'll definitely have a couple that are best in class. I depends on where in the
world you're traveling to. Globally, W hotels has been pretty consistent, I would say. I like
their product in Europe. I like their product in North America. One hotel as well. I'm a big one
hotel guy. Big one hotel guy? Yeah, it's just the service is great. The consistency is great. The beds are
amazing. The sheets are great. They just do a good quality. They do a good job. It's consistent. I would
say like those two are massive. I'm a huge, not boutique, but I like individualized resorts to those.
If you go to Miami Beach, like Satai, Feina, those types of spots. They're not conglomerance by
any mean, but like the level of service you get at those five stars. Like those are almost considered
six stars. They're so expensive. They're so elegant. They're just like in a world of its own. Those
places are crazy. Okay. So we've heard F1. We've heard Miami where we've heard St. Barts. Talk to me
about this. Right now and this time today, the ultra high net worth. Where are the top five locations?
Again, ballpark and that they're trying to go to right now. Like where are the house? This time of year?
Yeah. Oh my gosh. Well, it's going to be a lot of like Colorado,
Aspen, a lot of ski trip stuff going on right now. Sweden is huge this time of year.
I'm always trying to push people to go to Canada. I know it's because I'm Canadian,
but bang for your buck when you're American right now, given the dollar. You want to go
skiing anywhere spectacular? Go to Whistler's unbelievable. Go to Whistler. Whistler's
maybe my favorite place in the planet. I know. Okay, so you understand, yeah.
It doesn't feel like you're, I mean, now that I love Canada, but it feels like you're in
Europe. It feels like it's like the best place in the world. The people are lovely. I
promise you we're very nice and it's just a it's a beautiful spot blows people away when they go there
and hello 40% off everything our dollar is in the tanker it's so bad and even if you look at
sorry alo for calling you guys out here but you can go and buy like alo clothes for the same price
in Canada they're not they're not changing it to keep up with the dollar shifting so
Eritzia alo like any girls that like to shop go skiing in Whistler it's beautiful
beautiful or just get drunk and go shopping. I love it. Yeah, so I'm trying to push a lot of people there.
Push to Whistler. All right. When you look at your resume and your history of all the vacations that
you've ever booked, what is the most expensive vacation to date? Oh, goodness. I would say there's been
some crazy ones this year. Corporate stuff, I love corporate clients. They're hilarious because they
always say their budget is X and it's like three acts of whatever they're going to give me every time.
And some angry corporate lady is always coming after me.
when it's time to pay the bill.
We've done some incredible stuff.
Yeah, in, like, weird places, too,
because corporate goes, like, off the strip in Vegas, right?
But they'll spend a million dollars to have Shakira come in,
and we facilitate all of those things for those specific clients.
When they need a giant event done, it can be, yeah,
$2 to $3 million sometimes on the higher end.
So we love doing stuff like that.
Those get expensive, but fun-wise, I mean, we had a...
Most of them I find are in gambling cities.
Okay.
That's where, like, the really, really expensive stuff is done.
Obviously, we've done a ton of charters that are, like,
800,000 to 1.3 million. And those are just like European charters. So you've got like a five-bedroom
boat. You go with your family. Those are kind of where we like to sit during the summertime.
It is a big price tag, obviously. But like an individual single night spend. I've gone and seen,
we actually were in Vegas while this client was there. He spent $500,000 just in like rooms and gambling
and like event stuff, like just performers. He had girls come in with hula hoops and start like
flame throwing in the suite. Like he wanted the most random things done last minute.
It was hilarious.
This is some Wolf of Wall Street shit a little bit.
Like, that's crazy.
What we do is crazier than Wolf of Wall Street.
Wait, wait.
Okay, then this goes to the next question.
What is, of all, we saw the Lyme example.
And that's what had you guys go viral.
And now you guys are absolutely all over the internet.
Other than the lime example, give me the most outrageous request that you've ever got.
Oh, I get upset with food stuff.
So clearly, I mean, the Lyme's, everything else.
I think for me, having, I was asked to get a different lobster.
One time, that was...
Like, what do you mean?
Like a live lobster?
Different lobster from a different ocean.
We're quote-unquote what I was asked to do.
Some clients are just particular about food.
And I mean, Samantha, who called about the limes, just as an example, her request was actually
super valid.
I say this all the time.
Like, my job is not to judge.
It's to execute.
So, you know, if somebody feels like a lobster that they're being served on their
private island is not, like, just not a quality lobster.
And they want me to go in the pond next door and get them another lobster.
like we'll send a fishing boat out to go get another lobster. It's just...
You'll send a, how much does it cost to do that? A lot. It's, I mean, like, imagine
flying your food private everywhere you go, right? So for me to get a fisherman on a boat and go
catch something, you know, could be $10,000 for a meal. And then you're, that's insane.
Okay. And then, but I also think about the business aspect, like how much work goes into that.
The work you have to do to be able to find the fishermen, make sure it's shipped properly,
like all of that. A lot of moving parts. So many. So many.
moving parts, and that I assume they all have a chef then you have to hire to make this, right?
Sometimes I like when people do villas.
Like, I'm a big fan because I feel like there's a lot of moving parts, but I'm in control
of everything.
So that's why I know there's a ton of five stars in the world, but there's only so many
five stars that I know have wicked concierge teams.
So if I have people, if I don't have people on ground that I know and trust, it can be
a little bit difficult to get some of these things done, especially at a hotel.
Villas, I have every, like, on-site concierge ready to go.
We have butlers that we know and have worked with before.
have chefs that are coming in to cook every meal based off of, you know, lists and lists
of allergens and dietary restrictions that the guest has provided us with. So we're kind of
set up for success sometimes really well in villas, especially with very particular clients.
It's fascinating to also hear about like the Shakir, a million dollar price day. We've
had people talk a lot about it. We've even had their own performers come on and talk about that.
It feels like a lot of these performers could actually make more doing private concerts than
they can touring. I'm shocked that everybody doesn't do that. Yeah. I've heard that there's not
actually that much money in touring for some artists. It can be a lot of work and not as much money. Because
there's so much, it's so much taken off the top. So much, yeah. Okay, so we're in a point,
especially in 2025, you know, you look at Bitcoin and it was at 126K at the high point. The markets
were at all-time highs. It's coming back a little bit. How does the economy affect luxury travel?
I wouldn't say that it does. I mean, it's really fun when the crypto market moves because we accept
crypto as payment. Wow. So we have a couple groups of boys that we know, like they go silent for
six weeks. We know exactly why they're quiet.
And then they'll show up one morning and be like, we're taking the boys private G5 to, you know,
wherever they want, St. Thomas.
Like, all right, yeah, sure.
And then they'll disappear again.
But we can see their, like, the correlation between them talking to me and the crypto market
is directly related.
So, yeah.
And the price points there, like when you're looking at private jets and you're booking a G5,
is there ever an economic connection to like a private jet or is it almost always luxury,
simplicity and ease. Yeah, I mean, some people try and play the luxury, like, jet market. I
notice. I'll have some people reach out and people never know what they're called. Everybody's
like, can I get an open leg? Can I get an empty leg? It's called an empty leg. And it's a,
what's an empty leg? A plane that takes off. So let's say I am flying to Orlando from Miami and
I take the plane one way, but I don't take it back. So if it's not my plane, it's going to sit
dormant until somebody flies it back, but they want to get it back to the owner's executive
airport. Okay. So if you own the plane and I take it over to Orlando, they might give it away to
somebody for, you know, let's say that's like a $5,000 flight, they might give it away for like
$1,500. So sometimes you can get a $50,000 flight for, you know, 70%. The thing is, you don't know
that those flights are available usually until that day. They're very last minute. It's not necessarily
the flight you want with the pilots you want and the people you want. So like sometimes you're saving
money, but they're not, the people advertise them online all the time. It's such false advertising. It's
not an ideal setup for anybody with money. It's great to save like a little bit, but you're better
off booking with, like, trusted brokers like myself that work with people that will just get you
the best prices. What's the difference between a trusted broker versus someone who's just doing
it on the side? And how is it, like, what are the differentiating factors if someone's thinking
about travel like this? A couple things. I think this is huge to talk about. I get very upset.
I'm like, visibly upset. Because I imagine there's also, we're talking about fraudsters that are
working with you. I have to imagine there's some fraudsters on the other side.
everywhere that are trying to book these massive lux clients getting big dollars and then these
people are getting screwed yeah so i mean i get upset i always tell my clients this if especially in the
jet industry if you at any point in time want to price check me and go to another broker go ahead
go ahead you're never going to get a better price i have zero additional like we we're very
transparent you will see what we're being sorry what we're being charged what we're making all those
things and when you go to other brokers what happens is there's so many middlemen it's kind of like
the nightlife industry sometimes
there's just people try and jump in.
And we've had so many clients come to us
because they're getting charged $80,000 for a $30,000 flight.
Interesting.
And we might make $3,000 on a $30,000 flight
and they're charging tens of thousands on top.
But it's because there's all these people
that don't know what they're doing getting involved.
It's like MLM somehow.
In private jets, it's super skeezy.
I hate it.
It just does not have the client first.
And it's just greedy people that are like,
oh, I can get involved in all these rich people thing.
And now they're all cannibalizing each other.
And there's a million people trying to sell private jets.
And it's just like wrecking the whole industry.
And it's dangerous for the client.
Like you could book an $80,000 jet.
It could not be there the next day because these guys know nothing about what they're talking about.
That is unbelievable.
They don't know the owners.
They couldn't even tell you the tail number within 24 hours of flying.
Like, it's ridiculous.
There are so many industries that are overpriced or that just have big markups and all the different nuances of requests you get.
Where are the biggest markups?
Like, where do you think if you were consulting all your clients being like,
You're just overpaying for this.
Where do you see people overpaying the most?
I think that comes down to what they feel like is of most value to them.
Because everything has markups in the travel industry, especially in the luxury market,
for sure, but because they need so many extra things.
You know, like there's going to be retainers on travel agents when you're getting
lobsters from different oceans, whereas like an Expedia travel agent is not going to have
those types of fees.
But I think if somebody, I have lots of clients that fly 17 like E.
And they're happy with it.
And I'm like, that's great.
I think it's ridiculous.
You should at least be flying first class
when you're going overseas or something.
And they're like, no, it's just not important to them.
They don't care to spend the money.
And other clients would vomit if they had to get on a commercial airline.
So it depends.
There's, yeah, there's like hotel rooms too.
Some people think, oh, I only sleep in the hotel room.
So all that matters is a nice bed.
And other clients are like, I need six bedrooms in a suite with two butlers.
So, you know, both have massive markups in them if you're going to go to the extreme
of the luxury in either, but just depends on what's important to you.
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Terms and conditions apply. We know in this country there's a huge overspending issue for the masses,
right? I'm curious in your space, how often is it that just from, you take a step back from your
job, that you see someone overspending based on like either their net worth or proof of funds
that you're seeing. Does it happen more often than not? Or are the people that you're typically
working with, like even a million dollar vacation is just a drop in the water to a big ocean?
Yeah. Anybody that's a big player will say like ultra high net worth individual, just a drop in the
bucket for them. I did see when I started working when I had some clients that weren't, again,
now I've become so selective with who I'm working with. But when I came in, a lot of
like post-purchase anxiety. I would notice like a client was so super happy about something and then
they pay the $100,000 tab and they start to find excuses and reasonings to get a refund. But that's also
like those types of people are everywhere, right? Somebody that stays at a three-star Hilton might also
look for things to pick at so that they get a 50% refund before they check out. I think that's just
like personal type stuff. But yeah, I would say I definitely don't notice it now as much.
If anything, people are upgrading now. When they go out, they spend all this money and they're like,
oh, why didn't you get the boat that was four times the size?
And I'm like, oh, God, we've got to get this done immediately.
Yeah, interesting.
I love exploring this industry because I feel like we just don't hear enough about it out there on social.
Well, it's the one of one of one percent.
Right.
I mean, that's what I was going to say.
There's only 4,000 or so billionaires in the entire world.
And we work with quite a few of them.
And you're working with quite a few of them.
My question that allude to like even, okay, we talked about real estate.
And if you're buying a $35 million home, $50 million home, you're in that top 1%,
but we still see all these massive luxury real estate.
agencies out there. What does your competition look like? I like to say we don't have any competition,
but that's a personal statement. I'm sure lots of people consider us competition. There's a couple.
I honestly don't think that anybody does what we do, at least not in North America. Everybody I
talk to is usually been with another company, and they just haven't had a great time. They felt
like they were neglected. They felt like they were pushed down to like third or fourth level
employees that were new. And like it was whoever was the wealthiest that recently had come into the
company got all the attention. And we treat all of our, like, concierge plus members as family and
equally. So, you know, that's something that we really strive to continue to do. And I think that's
what makes us so different. And we also just have way more access than a lot of these places.
It makes sense. Yeah. One thing I'm curious about is I saw just a couple posts ago, you were
flying private doing a video, right? And I'm wondering when you're working in this space and you're,
you're pitching all these unbelievable luxury add-ons and in private jets and these things that are just
off the charts. Do you feel as though you also have to keep that brand up yourself to be able
to attract these type of clients? Do you feel like you have to be staying in these places? You have to be
wearing certain clothes, certain jewelry, just flying private? Not, I would say not really. Yeah,
I mean, most of the time, if not all of the time, you guys see me in a private plane or dripped out.
It's either a sponsorship or my clients have flown me. So sometimes they'll put us up.
Because of the Instagram now, we're usually places like this would host us.
just given our repertoire of clients, but now add on the Instagram to it and we're pretty much
fine to stay wherever we want for free a lot of the time, which is really cool. And they treat us
amazing, which is also great. But yeah, I don't feel that way. I would say that my clients do
expect me to be professional. Like I'm constantly in a suit when I'm going out or dressed well and
just try and stand tall and act correct around those people. But yeah, I don't feel like I have to
necessarily be in a black car every time I go somewhere just because I have to, you know, look a
certain way for them. Yeah, got it. All right, January 1, 2026 is around the corner. Obviously,
this past year was a big year for you. When you look into 2026 going into what you're doing
every day, do you have a goal for how much you, as opposed to like what all these other people
are making and doing, how much you want to make? This year? Looking into 2026, like it's a fresh
year. I mean, I think everyone starts the new year with like goals, dreams, aspirations. Like,
what are some of your professional and financial goals of like how much you want to make and
things you want to, like, do you want to be like, I want to book a $10 million vacation? I want to earn
five million this year. Like what's your, what are your goals for 2026 when it comes to your
earnings? Yeah, I would, I'd like to become a millionaire this year. I think we're hopefully on
track to do that. So I'm very, very excited to be in that position. I feel so blessed. It's been
crazy, very unexpected. So I'm hoping for that. I'm hoping that the business continues on this
track. I mean, we've doubled the business over the last like six months. It's been insane and the
business was already doing quite well before this. And I think we just want to keep seeing where
the growth is going to take us. And social media has been insane. I have full blown fans.
now. I get to meet people in the airport that come up to me. I get to meet famous people that are
like huge fans of all these things. We met David Blaine, who I'm a massive fan of a couple weeks ago
or months ago for my birthday. And he came right up to me. He's like, I'm such a big fan of the, I was
almost crying. It was the coolest thing. So just continuing on like a 360 level to keep kicking
ass and continuing on this trajectory is my only hoping goal. With social media, like I've heard a lot
of people, like even famous people about the West Village in New York City, that was the place to
live. Now there's so many influencers there. They're like, I actually don't want to live there because
I'm just going to get a picture all the time. Have you seen the influencer culture and social
media start to change the direction of this business and where people want to go? Or how is social
media impacting the travel market? It's very interesting because we, I don't really consider
myself like a travel influencer, but I guess I super am a travel influencer, if that makes sense.
Travel create, like even though that's not your day-to-day job, you create content regarding the
travel industry. So it's travel creative to some extent. For me, it's, it's,
just like I'm focused on building the business. Like I have my blinders on all the time. My content
is just like what's going to drive ROI. I'm looking at this as a business constantly and viewing
myself as an entrepreneur. I'm not thinking about what's going to necessarily go viral because what goes
viral doesn't necessarily mean it's going to bring in the most amount of money. So for me,
it's just trying to really understand the analytics of everything and compare it across what the
financials are of the business and what the views and interactions are on the social media.
So for me, it's just like, we're just trying to make the most money and be the best we can possibly be and execute what we're selling on social media.
So I feel like I, again, have my blinders up.
I'm not really too equipped to answer that question because I don't feel it at all in my daily life.
The only time again that I do feel it is when we are out in public and I'm starting to get recognized and stuff, then I'm like, oh, damn.
What's going on here?
This is crazy.
I don't remember doing this.
Other than the Lyme, you mentioned virality, other than the Lyme example, can you think of another video that just like completely pop that you're blown away?
way by like you couldn't believe that putting this request out there this video out there popped i
think all of the brian brian and jules are like my most loved clients they that's like i think
where everybody sees the family therapist i do that for so many families across the board i am such a
mediator and i'm so okay with that if you have a problem with your kid or your husband or whatever
a lot of these people sometimes just need to chat and that's honestly everybody a lot of people in this
world just need to have a conversation sometimes and like chill out
And if I can kind of be the wall in between that impact
between you and your husband,
it means you guys don't get in a fight.
And all I had to do was book you a room
at the four seasons in New York for the weekend,
then I will do that.
I'm very fine having those conversations.
But I think Brian and Jules are one
that people that live really open their eyes
to the kinds of things that,
not just me as a travel agent,
but like I think EAs deal with a lot of this stuff,
a lot of personal assistants deal with this stuff.
Anybody that's so ingrained in like the lives
of really, really wealthy people deal with this stuff.
And there's great people that do it
and there's not so great people that do it.
But I think all of us that work in this industry
have seen some crazy stuff
and have to be a part-time therapist.
As you're saying this, I'm going to the old adage,
Jay-Z, more money, more problems.
And I think about my life,
like there's been, we do a lot of financial transparency,
you know, but maybe my first year at college,
I made $45,000, and there's been years I've made millions.
And I look at my happiness levels,
and I would say, like, the simplicity and ease
and happiness in my life usually is actually connected
to the years that I made less, weirdly enough.
Do you find you're dealing with, like, the wealthiest of the wealthy?
Do you agree with that adage, more money-borne problems?
I completely disagree.
Okay, let's hear it.
Yeah, I mean, two of our wealthiest clients are my favorite human beings.
Interesting.
They are gracious.
They are so thankful.
I mean, we had one client that invited us out for an event, and, like, he had this
beautiful house, and he literally offered to let me and Troy sleep on the king bed.
And was, like, I'll sleep on the floor.
Like, don't worry.
take it he's he's just like him and we've got a couple of them they're they're so wealthy and they
just all they care about is like us being happy which is hilarious because we work for them sure and
like that makes me realize that yeah not everybody that's super rich hates their lives or has
problems with their wife there's lots of them but there's also tons of middle class people that
hate their wives and children so you really I don't think that it's directly correlated but they also do
say that the happiest people make what like $70,000 a year I think that numbers up a little bit
Around, yeah. I mean, I hope. You can, it's given all the prices of everything. I mean,
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So that's a really interesting take. Then your take, I don't want to put words
in your mouth, but your take would be like the people that you're seeing at the high earnings
level, there is a lot of happy. Do you agree with the statement? The more money you make,
the more happy you are?
I think that money can bring you happiness.
I wouldn't say that the more money
you make the happier you are.
I think anybody who's started to make more money in life,
you know,
especially with all the social media stuff,
there's always going to be a bigger boat.
There's always going to be a bigger house
and you're constantly not doing enough,
but people that take the time to pause
and say like, oh damn, I did that.
I did that.
Even if you're making $20,000 and now
you're making $25,000 a year,
like epic, that's amazing.
And those people that have a lot of,
like, I call that emotional
intelligence and like the ability to reflect. I think those people are a lot happier. You know,
that could be in conjunction with making a whole lot of money. For sure. I think there's always that
adage of like what is enough. And there's like Harvard business case studies out there that say
that people, whatever achievers will always say what is enough is always 2x what they actually need,
which I find interesting. You get a masterclass with like all these people who are the biggest
earners in the world. What are some of the biggest trading secrets you've learned from their
occupation, their personality types, like just knowing that you're dealing with some of the most
successful people? What are things you've learned from what they do that you apply? I would say,
I mean, network is everything. Everything. You see, and I never really understood. I remember my mom
always used to say when we were younger that, you know, the rich just keep getting richer. And she
didn't understand. My parents put so much energy into getting new, like, rental properties and
saving up everything so they could invest in their TFSAs and, you know, start to make money moves. And
it was later on in life. So my parents always really tried to instill in me to like meet the right
people because she kept saying the rich only get richer and oh my goodness was she correct you know
i think there's opportunity for any hustlers out there i never want to make people feel like it's
not possible to go get it because trust me it is but wealthy people connect each other and when
you're friendly and you're in those circles like people want you to be a part of their businesses
they want you to start new brands you know there's just so many opportunities even for like sweat
equity for really really smart people that might not necessarily have a million dollars to invest right now
or just blew it on some sports car they wanted to buy and then their friend will still let them
get involved in that sense. So like network is literally everything. The power of network. Yeah,
it's everything for these people. It's a lot of those simple lessons that even the wealthiest in the
world, like that's what drives their success, right? It's crazy. And the one video I'm referencing it
again, you're talking to the billionaire and I think you said got confirmation, your budget went up.
And then she just started ripping. She's like, all right, I want this, I want this. I want this.
How do you know, we talk a lot about budgeting, investing all that stuff here.
What's the most extreme budget you've seen for someone that's just like a child or on the payroll?
And how do you think they come up with that?
Like, how do you know when it's too much or when it's the right move based on your visibility
into the, into the families and these people?
Oh, man.
I mean, most of these kids have budgets like monthly.
Which are like how much?
I've seen, I've seen so many different things.
I've seen five to $100,000.
Monthly.
Yes.
If not more.
If not more.
Yeah, those are like the ones that I know of.
But also some of those are flat rates, and then they'll actually have, you know, an AMAX on top of that, right?
Or a black card.
Like, you really, you really don't, you don't know.
I think if they look at it, I would be surprised if they don't have spending meetings throughout the year.
Because, I mean, if my kid was spending, if I was a billionaire, maybe you just don't notice sometimes.
My kid's blown $500,000.
I'd be checking in every quarter.
What are we spending this on?
Where's this going?
Exactly.
I love it.
I love it.
So it's so interesting to learn about this industry.
But I'd be remiss if I didn't ask you a little.
little bit about just in general travel hacks like if anyone it doesn't matter what your wealth is
if you are planning a vacation you're getting ready to travel what are some things that you've learned
being in the industry as long as you have i mean everybody wants that secret like what day do you
book your flights all those things i would say it is travel is increasing every single day
the industry is growing and growing and growing plan early and book as soon as humanly possible
if you know you might want to go on vacation in like new year's eve 2029
book your vacation, book a non-refundable and just book the vacation. It's like insane that people
are still waiting for these last-minute flight deals. They don't come up anymore. Yeah, it's really,
really important to just get ahead of your vacation and plan as early as possible. Like that is such a
simple thing, but like I consider that such a hack. Like, do it early. Do it early. I like it. Okay,
this question's not for your clients. It's for you. It's a little rapid fire. United States,
best city to travel to. New Orleans. Wow, that was curveball. Didn't see that cut. I know. Nobody does.
Stop the rap pie.
Why?
Everybody's like offended.
I was like that might be laugh.
No,
I like New Orleans,
but like that would not be in my top ten.
I know.
I don't know what it was.
The culture,
the people,
the food.
Yeah.
I was just like,
I want to go back every weekend
just to have date night
and eat.
Just eat for like two days straight.
Okay.
I'm a huge foodie.
Just culture.
Everybody's singing and dancing
and I don't know.
I loved it.
I thought it was so unique.
All right.
Best restaurant you've been doing this state.
Oh my gosh.
That's a horrible question.
I love coat.
Coates my favorite restaurant.
That place is blown up.
Yeah, they just opened in Vegas, just had it the other night.
It's amazing.
And I just saw, I think Brad Pitt was just in the New York City location.
So that checks.
All right, you're flying commercial.
What airline are you going with?
Oh, God, they all suck.
Just because I collect so many points, if you're a big points collector, I would go American Airlines.
Okay.
Do you have a credit card that you would encourage travelers to look into or that you look
into because it's a travel perk credit card?
I mean, I like Amex.
I think that they have great points.
Yeah, I mean platinum Amex for like your average traveler is a pretty.
good one. All the events you've been to and book, which has been your favorite event? F1
Vegas by far. Wait, like not even a lot, not even a close one? When you do it right, F1
Vegas is so good. Okay, give me two and three. Super Bowl? Yeah. A thousand percent. I'm a
hockey girl, so like Stanley Cuff has been epic, but I'm trying to think what else is really,
really fun. Miami Open was really, really fun. But those are kind of like my main, my main ones.
Yeah. Any really good sporting event is always going to bring me right over. It's going to pop.
When you look at your career and like your Grammy, your Grammy that's on the shelf,
if it's, let's just assume it's not there yet, let's picture it, what's it going to look
like in the travel space?
Like paint the picture of what your Grammy looks like.
You're like, that's my Grammy.
I honestly, and I think we're on track to this, I would just like to be, oh, it's, it's
like that's the celebrity travel agent.
Got it.
Every wealthy person, every well-known person, only those with money, please.
anybody that's just like you know taking names in the space of whatever they're in books with
live like there's no discussion about it it's like that's that's the girl that you book with when
you've made it you've painted the picture for I think what could be a trailer today of a TV show has
there been talks about a TV show there's been some chats okay I'm not at liberty to say
but so yeah we're definitely working on some very cool projects for 2026 I will say that well if
that does happen I think we're going to have to have your whole team out to talk about it
That sounds like a hell of a time and a hell of a show.
On your social media, are you monetizing at this point?
A little bit.
So I'm a Canadian, as I mentioned.
So I actually wasn't able to do any of the creator stuff until about a week and a half ago.
Okay.
Yeah.
So we just got to change to the states, which is great.
So we'll start doing that.
And then otherwise, I'm doing a couple brand deals here and there.
But I'm trying to just stay so focused in the travel lane that it's like if something
great comes across that really kind of aligns with us, I don't have a problem pairing up.
but it can be tough because we're trying to manage influencer and business at the same time.
So you're going to make sure it's the right products and businesses getting involved.
I like it. A lot of action. We've talked a lot about top tier. Anything else we should know about
top tier travel before we were at? I think we got through a lot of the good stuff. But if you
guys have any epic vacations coming up, feel free to reach out and we'll see if we can help you.
You know where to go. All right, you got to wrap with the trading secret. So it's something that's
specific to your experience, things you've seen. It can be financial advice. It could be traveling
advice, whatever. But it's got to be specific to you.
can't learn it from a TikTok tutorial or professor only yourself.
So what trading secret can you leave us with?
I will end with this.
I think for any young women, and I will say this because I am a young woman that has
tried and tried and tried again and fallen on my face about 400 times.
I think it's so important that you just get your butt out there and you just keep trying
because you might have to try 40 times before you find success, but if you only try once
and you just fail, you're never going to get there.
So put yourself out there and just give it a go.
and remember that just because you're a young woman
doesn't mean that you have anything but magic
to share with the world. I like that. That's a
beautiful trading secret. I think one of the trading secrets
I learned is like as soon in life
as you think you've hit your capacity
or you're dreaming of something bigger.
There's always something bigger.
I mean, anyone that's listening to this,
just remember when you're dreaming and you're like, yes,
this is where I want to go. There is someone
that is hiring someone else
to hire someone else to get
a lobster from a certain ocean
for their $10,000 dinner.
and as exciting as it sounds, and sometimes as maybe as nauseing that might sound to some people,
some people are doing it. And when you dream big, those things become reality. So you know what?
Go get your lobster out of whatever ocean it is. Go get your lobster. I love it.
All right, where can everyone find everything you have going on, your socials, the agency? Talk to me.
Yeah. If you guys are going online, we are top tier. Travel and then personal Instagrams that we run the
business through as well as just travel with Livy and it's L-I-V-I-I-I. All right. Go follow.
Travel with Livy, and then when you guys get that show, you didn't confirm anything here,
but I'm saying when you get that show, you got to come back on Trading Secrets.
Thank you so much for being here.
Thanks for having me.
Ding, ding, ding.
We are closing in the bell to the Travel with Livy episode.
One like no other, different, different vibes, different energy covering topics we've never
covered before.
And when we do things like that, I'm always dying to know what the curious Canadian thinks.
David, what are we thinking?
Talk to me.
Listen, this was high entertainment value.
I think you said it best.
An area and a topic we've never really dived into before,
but I got something that maybe will surprise you a little bit,
but once I say it, maybe not.
Okay.
I wasn't as blown away at some of the things that she was saying.
I actually resonated and this related to me more than you would think,
not because I travel this way,
but for six years when I worked for a multi-billionaire,
these things were speaking to my soul.
Things that I witness, things that I experience.
This is true.
If you think what she's saying is for clicks or she's blowing smoke up your ass,
pardon my French.
She's Canadian, so she gets that.
It's true out there.
And this episode hit home for me and kind of gave me flashbacks to those six years
of my life.
I found it wildly entertaining.
As you said that, I was like, oh, I know why he's going to say that.
Six years working for a billionaire, you've seen it all.
I'm sure at times you probably, maybe we're even triggered by this episode.
You're like, oh, my God, I feel like I'm living that life again.
How about this?
What's one thing that maybe she didn't explain that maybe you did see in like the lifestyle of someone that's a multi-billionaire that you would have asked her about or brought to the table in this episode if you were interviewing her?
Yeah, it's a good question.
Maybe just one thing I disagreed with was maybe how adamant she was on like you said more money, more problems.
she was like no absolutely not like sometimes when you get used to being able to have access to
everything at the speed when you don't because the world just doesn't cater to everybody exactly
how they want no matter how much money when you have it is so much it throws you off so much
than than someone who isn't accustomed to those accesses um and it becomes more uh i would say
stressful and raging um things of that nature like when people get accustomed to paying as she said
a 60,000 to 100,000 a year retainer.
Like, when I used to work for my boss, he always, people, he said, oh, you probably take
net jets.
And I was like, no, no, net jets, you need to give 24 hour notice for a plane.
That's, that's, that's, that's, he, that's too much time.
Like, that's how fast.
Like, he had someone on his payroll and her job was his plane lady, like, to get the
plane that he needed for the trip and he needed it on an hour's notice, on a half hours
notice.
So that was maybe one of the things that I would say, but a lot of the things that
she said were true like these people are typically extremely generous um in in how they operate as
well but yeah man i mean this is this is real out there and i know one quote that she loved to say
that resonated with me was my job is not to judge it's to execute um so that was that was that
hit home for me now what about you is there anything that that that you could relate to or was
it all kind of a little bit mind-blowing i just completely disagree with like everything in this
episode I was like fascinated by and agreed with. The one line that I was like I absolutely disagree
with is the more money you have without a doubt, the more complications therefore come about
is to how to handle it. The more money you have, I think the more enemies are created. The more
money you have, the more stressors and expectations from others are created. I think to your point,
the more money you have, the higher your expectations of others become because those that work for
and that surround your professional life exceed all expectations all the time.
So when your expectations aren't met, there create other issues, right?
So I'm not talking about my life.
I'm talking about the lives of these people.
I just find that hard to believe that the more money, more problems isn't the reality.
That's not to say you're getting disconnected with the fact that these people that have
excess money have such limited limitations.
that's not what I'm saying.
I think that's what I'm trying to say is like
when you do earn more
and therefore you have more
typically if you're not managing
life properly
there's going to be more inherent issues
that come with it like period
and the story. That's just how I feel.
I couldn't agree more and there's
something to say about being able
to have since we're on the topic of luxury
travel being able to travel
all the times also takes away from so
many things as well. Like as you know
like being able to be somewhere 300 days of 365 days a year on a luxury level takes you
away from, you know, our foundation of being home and spending that time on the couch and just,
you know, looking over people and spending, you know, long-term holidays together and not just
jet-setting all over the place.
So I think I agree with you there on that front.
Um, and not to take away from, from kind of like the highlights of this episode.
But I think, you know, we're just a couple hometown boys.
chopping it up. That's been lucky enough, though, to experience some of these things to know that
it's not as far-fetched and maybe have a little bit of, you know, relatability in our own experience
to even have an opinion on it, I guess I would say. Yeah. And it's always interesting to just hear
the, I mean, just to live for even an hour in a world that you're so, you know, unfamiliar
with at that level. It's just like, it's jaw-dropping. It's like, come on. Someone's really going
to do that. That's really a thing.
A lobster from the wrong ocean.
Like, get the fuck out of here.
But the reality is it's real because
if it wasn't real, she wouldn't have a job.
Did you just see that Kanye West
flew his favorite curry place
from the United Kingdom over the United States?
Stop. I did ask you.
Cost of $3,900.
So it's real.
Unbelievable.
Yeah. It's absolutely real.
What do you think if, like, if you were a billionaire,
what's one, like, ridiculous
demand you would make?
What's one ridiculous
thing you would test
travel with
I would probably
you know
whenever I think of like traveling for fun
it's always surrounded around like
I want to get on a jet
and play this golf course at this time and I need
an opening and I need it now like no excuses
like I'm paying you 100K
I want to travel to Ireland and play that course
I want to travel to California and play Pebble Beach
and I want it like I need no excuses
and I need it actually I don't just need a six
am time like I need my time like make it happen um like she said her job's not to judge is to execute
i always used to say working for my old boss if he wants a purple spotted dinosaur on the ice
at midnight i have to get him a purple spotted dinosaur on the ice at midnight it's just like
you just have to do it so the world was that like does that ever request or you just
no but i'm just saying like you have it doesn't matter what it is and i got the calls too like i would
have to bring um i had to bring his pillow one time to his townhouse in new york city because
like he needed like he it was his pill that he needs to sleep for his back problems like
he would have a dinner meeting and he needed his watch and I'd have to drive to Manhattan
go to his place like meet beat his client at the dinner place so he could have this watch
that he forgot all these things I got so much so many things in return so like you like like
I like what she said like they take their families out for lunch they know their kids
they spend time with them like they're basically their personal assistants you end up doing
a lot of these things not even to realize the tasks that they're doing because like you
build such a genuine relationship with them and there's a lot of
generosity on the side.
So one thing I did find wild about her was her confidence, though.
Like her line that she dropped and says, I don't think we have competition.
I was like, you know what?
I'm not even going to Google it.
I'm just going to take her word for it because she was so confident of what she does
and the services.
And she, wait, let's just start.
Then I felt the same way.
And I'm interrupting you here because I'm like, what?
Like, you know, if you remember early on in this episode, how long have you been
doing this. It's relatively new. It's not necessarily her company. You know, she's just kind of
stepping into it. And I think if there's one trading secret, you've got to take away from it. It's like
if you want to brand yourself in anything and you don't believe in yourself, if you don't believe
you're the best, you'll never convince anybody that you are. And if you do, you can convince everybody
because now I feel like she has marketed herself. She doesn't even own the company. And the guy that
owns it was next to me, sitting there. And if you feel like you are the biggest and the best of what you do,
you then become the best.
I literally have it in my notes.
I said doubled business in the last six months.
She is wildly well spoken for how new this must all be.
She sounds very media and PR trained.
And she just has enough facts, enough data points,
enough jaw-dropping examples of like, I believe that.
No, I believe that.
Oh, and I would, like, you know,
we have guests on this show that I'm like,
we'll see how that goes in two, three years from now.
I would put all my chips on her.
Oh, yeah.
She's going to take over.
She's not stopping.
we're going to have her back on another year two three years she's going to be one of those guests
that's like it's going to be really really hard to get back on in two three years because of the way
she's going to blow up I'm calling it now like I am betting on her where can I invest in this stock
yeah she's definitely not the 40 hour a week type too like she's going to go on this too and
I will say like we just had reinsterhant on selling sunset those type of shows really
successful personally I would much prefer to watch a show on absurd
luxury, uh, travel and experiences, put myself in their shoes and just see how absurd it is
getting. Um, and you would have, I think you would have people lining up the door. You could already
you could already see and tell from her clients like wanting to be part of the reenactments,
like wanting to get on socials. Sometimes you might have like the housewives, the daughters who
like, ooh, we can, you know, a little bit of a flex and be on social media and get some followers
and some likes and clicks and see, you know, be a part of that. I think that show would be wildly
entertaining. I'm actually pretty surprised there isn't a show like that so far of just
like absurd reality type of luxury vacations. It doesn't exist now, but I can pretty much tell
you, I feel like with the way that her social is blowing up, her signing with WME, the success
that they're having, I think it is with certainty that we're going to see some form of pilot
for a TV show. There's something here, the storytelling, like even if you hate listening to
these stories because it pisses you off, are you fascinating?
because you want to learn more.
It's one of these type of shows.
It's one of these type of stories.
It's one of these type of jobs.
You can't stop listening to what it's about.
Well, it's also, you kind of alluded to it at the start.
Like, this isn't going to maybe resonate with everybody in terms of, like, being able to
experience these things, but it's still education out there.
It's still a really unique industry.
I also think it's one that's like, wow, how does this not exist in terms of, like, a
reality, a TV show?
Like, how many things do we, uh,
in our everyday lives, I even found myself catching today.
I'm like, I gotta start thinking of something
that is used in everyday life that we can just like,
it was actually this.
I'm drinking out of this best dad ever mug.
I'm like, somebody has a business that is just for Father's Day
and they sell a million units of these
and they probably only have to work
for that three month period of year to just get the shipping out there.
I'm like, I gotta think of something like that.
And here it is, boom.
It's like, wow, I can't believe no one's ever thought of that before.
So just keeping that brain turned on, waiting for that opportunity.
And like you said, this was kind of her thing to go on social media and bring this to light because it is fascinating.
Yeah, I mean, covered by New York Times, viral all over the place.
These stories are just running wild and they're running wild because it's kind of unlike nothing we've heard before.
So yeah, really cool episode.
Definitely a different area and different topic that we haven't delved into before.
Any other big takeaways or things to think about as you were listening to this one back?
I did like the trading secret that she gave about, you guys used the example of St. Barts and having the $100,000 hotel room that you can get for $1,200 and being able to have luxury experiences without the luxury price date based on timing.
Actually, that is one that kind of hit home a little bit.
Obviously, she said go to Whistler, pushes people to Whistler.
That is my happy place.
I love Whistler to death in the summer and in the winter.
And then my last thing, she said, and I was curious.
of you, you travel a lot.
She said some people, they
will, you know, they'd vomit if they have to
fly commercial, they have to fly private. Some people
are fine with any hotel room, but some
people need a six bedroom villa with two butlers.
What is your
travel thing that you've
become accustomed to that there's
just no way that you'll be
ever able to go back?
I love that. I just posted
about the fact that we showed up
10 minutes to the airport after
boarding time and we somehow
made the flight in David's comment got probably over a thousand likes, just being like,
I wish you missed that flight as someone who usually arrives two to three hours before.
Perfect comment for a conversation.
They had a question like this.
I would say the two things that are really important to be, first of all, there's one thing
I can't stand.
I can't stand traffic.
I can't stand lines.
The older I get, I don't know why.
I just can't.
I hate it.
Whatever, it is what it is.
I know that's not very humbling me to say, but I just can't stand lines.
That's what?
The second thing is one thing I absolutely love is with the credit card that I have.
You get full access to the lounge.
So if you do get delayed, if you do have an issue, you have full access to an area that you can work,
they have Wi-Fi, they have healthy food, they have coffee.
If you need a drink, they have drinks.
So like for as much as I travel, that's a big one.
And as far as like economy or first class or Delta Comfort, I don't really care.
You know, it is what it is.
But I will tell you when I'm traveling, the one area I will not chintz out on.
is a hotel.
The cleanliness of a hotel,
the quality of the bathroom and the bed
based on the sleep you get is so important
when you're traveling,
especially for work,
I will not chintz out at a hotel
and they're getting stupid expensive
to stay at really nice ones.
That's one of the areas I just can't settle.
If I'm sleeping,
I don't care how affordable it is.
If you're just sleeping in an absolute, like,
shit show hotel or motel,
and the bed's just like discussed,
and it like smells in there,
and then your mind starts running, like, what happened in this bed 24 hours ago?
I can't sleep right.
I'm up all night.
I feel like shit.
I'm like, I wish it was just spent $100, $200, $200 more.
As someone who maybe has been too accustomed to shitty hotels being a youth hockey coach, I know that feeling.
But I am the one.
If I spend too much on a hotel, like she said in the episode, it is something I'm trying to justify my head long after this day.
If I spend, you know, $6, $800 a night on a hotel room, I'm like, I can't, for me, it's really
hard to comprehend that. One thing I do miss. Yeah, that's crazy. Wait, real quick. The other thing
to do your hotel rooms, if you're getting a nice hotel room, you really have to think about the
hours spent in your hotel room. So with the at, like, with an Amex platinum card that you can get
an extended checkout to 4 p.m. So if you can get an early check in at 12, extended to check out
at 4, you think about the hours that you'll be there and how much you're actually paying
hourly for that hotel room as opposed to a different room or just looking at the overall
night price point. Yeah, no, that's a very good point. I'll say for myself,
I probably flew on a private plane
those six years
250 times
when you get accustomed to that
it is
for me
I would never get
used to doing it
I obviously if I was flying personal
I would fly commercial
you it is a
I always said it's probably the biggest
like my people watching radar
when I was in flying commercial
would be off the charge
just to see how that
processes compared to the flying private processes like dude you know what i thought about when you
talk about the people watching i have flown private i don't know a dozen times you've flown 300 so
totally different but do you know when you fly private and there's like there's private airports right
so like oh yeah it's just like most of them are most them are private right so you go in you park your
car say hello and pretty much walk right through i always was like how cool would it be to do trading
secrets with like the people that are in these private airports like what do you do for because
you'll see like random teams then you'll see like random unmarked planes that have like you know
countries flags you're like who the fuck is in that one you know what is going on and you'll see
something that don't have windows you're like what's going on in that one you're just like
that's a whole other world and because my old boss had a plane lady like I said we flew all different
types we would fly four-seaters we'd fly 20 seeders we fly you know all all all
the different types met some really cool people on them just like flight attendants and stuff and
hearing about their job and how they work and the money like money to be made on just like a
private flight attendant that is like on call that does these trips and then you're just hanging
out in the cities for the duration it's really really cool that's a interesting person that we
could have on one day but i will say the one thing i do miss is i miss having private drivers
i miss having private drivers on destinations and not have to worry about how i'm getting there who's
driving, where I'm parking, those type of things.
That's like the biggest flex of all time having.
Yeah, that was the one thing where I'm like, if I can ever get this, like, especially
in the New York City, New Jersey area, it was like, oh man, just to become in and out of
that city and not have to worry about anything that stuff, that was like really, really
awesome.
So, yeah, anyway, you know what, next recap, I'll have this calculation ready, but it's
almost always uneconomical, like from a finance perspective to get a private jet.
it's almost un-economical to get a driver unless the value of your hourly rate is so significant
that getting to that place at that time because of the value and opportunity cost of what you can make an hour is there
and you know what next recap i'll calculate what that is but yeah interesting convo
yeah it was interesting convo uh interesting unique episode again when you're when you're pumping out
episodes um you know to the rate of 300 like we are you're going to have some of these
just really hopefully you guys all found it the listeners highly entertaining that's what it was for me a
little trip down memory lane as well there you go that's a good trip down memory lane to have and an
interesting one and maybe we'll have to talk a little bit more about that in other episodes but
david thank you for being here with me on the recap happy holidays to you and your family of four
now uh anything else before we wrap merry christmas that means one thing j t a is around the corner
We are determining dates, locations, and for that, it's always our favorite episode.
We've been working on some things and continue to work on some things that we will share with JTA for the future of David and Jason,
the Curious Canadian, the Recaps, Trading Secrets, we're working on some things, people, working on some things.
Growing, evolving, bigger and better.
Going into 2026, I still hear JTA, it starts shaking in my boots a little bit.
But David, I love it.
Thank you to listening.
and thank you to all the trade secrets listeners for giving us another one hell of a year.
Please remember to give us five stars.
Let us know what you love most about this episode and who and what topics we can cover moving forward,
especially going to a new and a year.
Thank you for tuning into another episode of Trade Secrets, one you couldn't afford to miss.
Making that money, money, money, playing on me.
Making that money, money, living that dream.
Making that money and money, pay on me.
Money, living the dream.
