The Skinny Confidential Him & Her Podcast - The Points Guy - Brian Kelly On Travel Hacks, Credit Card Reward Points, & Credit Scores, How To Fly First Class On A Budget
Episode Date: June 20, 2022#471: On today's episode we are joined by Brian Kelly also popularly known as The Points Guy. Brian joins the show to discuss the best travel hacks that people can take advantage of now. We also discu...ss the best credit cards to get to build credit and aquire points for travel rewards. To connect with Lauryn Evarts click HERE To connect with Michael Bosstick click HERE Read More on The Skinny Confidential HERE For Detailed Show Notes visit TSCPODCAST.COM To Call the Him & Her Hotline call: 1-833-SKINNYS (754-6697) Produced by Dear MediaÂ
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Get ready for some major realness. Welcome to the skinny confidential, him and her.
There were some other points blogs, but they were pretty, and they were pretty popular,
but I would remember because they weren't monetizing then. Blogging's hard. So the
people would only update once or twice a week. I remember being at my desk being like I want more of this content I started blogging and like a
couple months in it's things started to go viral which I didn't really understand at the time but
in the spring of 2011 is when my life changed because a friend from college was like dude you're
an idiot you're writing about the platinum card all day long and you're just linking directly to
Amex he's like affiliate marketing if you use my's link, we'll pay you $300 per approval. And I was like, what?
Welcome back, everybody. Welcome back to the Skinny Confidential, him and her show. That
clip was from our guest of the show today, Brian Kelly, also known as the points guy.
This has been a long requested, long overdue episode. So many of you guys want to know
about travel hacks, about credit card points, about which credit cards to get, about debt,
about all these things. And who better than the Points Guy himself, Brian Kelly. We had a ton of
fun talking to this guy. He was one of our favorite guests that we've had on recently.
And we covered a lot of ground. So for those of you that are wondering, how do I travel? How do
I get business class? How do I get upgrades? How do I use points? Which credit cards are the best? How do I stay out of debt?
What about my credit score? All of these things are in this episode. And I use Brian, Brian,
if you're listening, this is a compliment. I think about people all the time online creating content
and people that do it in such a smart way. And I think the problem that so many people run into
when they're starting to figure out what should I create online is they think about so many different things.
How big and broad can this thing be?
And I talked about early days and not to take any credit away from Brian, because obviously
he completely executed and just crushed it with the points guy, which you'll get into.
But this is a guy that started and said, hey, there is a niche here where people want to
understand more about credit cards, more about the right credit cards, more about travel hacks, and more about which of these
travel hacks are applicable to him at the time as a consumer. So he went on this long journey
and created the points guy and basically shared what a lot of people wanted to know.
What's the best airline program? How do you keep your credit score high? What are the best credit
cards? How do I use my points? And he exploited this whole area of business and created this whole
area of content that has just exploded, right? And it exploited this whole area of business and created this whole area of content that
has just exploded, right?
And it's a massive category.
And I think during the pandemic, the points guy was probably one of the biggest resources
that we look to for travel restrictions, how to travel, where to travel, what to travel,
what to do, all of that.
So I just think it's a really good example of somebody picking a niche subject, zoning
in, and then making an absolute killing on the business side and making it a
huge category that so many people want to know about. Started very focused and obviously has
brought it into this massive travel brand. With that, Brian Kelly, the points guy,
live on the Skinny Confidential Him and Her Show. Here we go.
This is the Skinny Confidential Him and Her.
My husband is the most anal traveler you've ever seen and this is a fun fact for the audience
We have been together for like a million years and never once
Never once have I booked a flight
And we're huge travelers. I've never booked a flight
I've never booked a hotel and this is not because I don't like I refuse to it's because he has the strategy so down
That if I even try to get
into his process he he doesn't like it but tell the truth are you the anal type of traveler that
gets there three hours in advance at periods of time i have been especially now with a kid
because i like here's the thing i don't mind necessarily the flight and i i mean i mind all
the shit at the airport yeah especially i mean it is and
especially with her like we we lay the suitcase out try to be methodical and the next thing you
know there's like six more and it's a whole thing and like i have to carry all the shit it's just
it's just stressful tell the truth is she ever able to carry on no you've no you've never if you
and i dated i am your worst goddamn nightmare i once went all the way to Venice Italy not knowing where
I was going and didn't even know where I was going until I stepped off the plane I'll tell
the story so we we know we can get into this but just to give you some context of how like in the
clouds she is with this stuff at one we were dating and I thought man this is gonna be like
super romantic I'm gonna get so many points I booked a trip to go to Venice and I didn't tell
her where we were going I said pack your bags we're going to this so many points. I booked a trip to go to Venice and I didn't tell her where we were going. I said, pack your bags.
We're going to this place.
And, you know, took it to the nines,
booked all the flights.
And I kept like looking over for her to like,
look at the ticket and be like,
we're going to Venice or like, you know,
look at the screen or look at the thing
when you board the plane
or even listen to the fucking announcements.
She didn't know until we landed
and they started speaking in Italian.
She's like, we're in Italy.
I'm like, we've been flying for 30 hours. Why is our uber a boat i think it's just because i just trust
him so much and if you and i were dating it would be even worse can you like i would just wait so i
want to know when you were on that flight what eight hour flight like where did you think you
were going no idea i didn't think about it but you were so in love you were just like i'm just
i feel like i'm so easy going about travel that i'm just like whatever i didn't think about it. But you were so in love. You were just like... I'm just... I feel like I'm so easygoing about travel that I'm just like, whatever.
I didn't think about it.
I'm in the corner like this staring, like waiting for the moment and just it never happened.
Like sitting there for 14 hours, just staring over and being like, she's going to notice now.
Okay.
So I want to get into everything about you.
People are so excited that you're coming on the podcast.
How did you get into this in the first place?
How did you see the white space?
Well, I mean, I got into points in the 90s.
I was always that nerdy kid.
So I was born in 1983.
So when I was seven, my parents got like a huge IBM computer.
And I remember just like teaching myself DOS, which was like pre-Windows, right?
You'd have to do like little syntax commands.
You know, I was on the internet in like 1991 when you used to have to
install a modem into your computer plug it into a phone line you know so in like 95 my dad got a job
for a startup and he was traveling and working from home and i was a computer was and he's like
shit brian i have to book travel i have no idea how to do it and that was the year travelocity
came out and it was so easy to do he thought it was super hard so I was charging him ten dollars of reservations for something that took me 30 seconds so that was
like my first job in 1995 fast forward like in that winter he was like okay I have all these
frequent flyer miles if you can figure out how to book them I'm one of four kids he's like the six
of us instead of taking a basic trip you know we grew up in outside of Philly you know to the shore
or whatever Orlando he's like you know wherever you want to plan it, we can go.
So I booked us to the Cayman Islands because I had just read The Firm by John Grisham,
and it was set in the Cayman Islands.
I was just like this precocious little kid at age 12 booking our family of six to an
international destination.
It was the most amazing trip.
And then so that was my dad and I's bonding.
He would travel, miss my basketball games. But every year, he gave me his points, and I would book our family a trip to And then, so that was my dad and I's bonding. He would travel, miss my basketball games, but
every year he gave me his points and I would book our family trip to Barbados, whatever.
So never in a million years did I think that that would become my job. But when I look back on it,
all the things that I love in life, like as a kid, I was a voracious writer. They would say,
write a short story and come into school. And I'd write like a 30 page book I've always had this imagination and love to travel so it kind of makes sense that I am writing about travel and
inspiring others to do it now it just it wasn't until I got a job at Morgan Stanley in 2007
graduate college and then all of a sudden I became my dad where I was traveling like crazy
and I was in HR so I wasn't making a lot of money at Morgan Stanley, but I was running college recruiting, meaning so I would charge the career fair at
Harvard and $20,000 expense on my credit card. And I called up Amex and was like, can I get
points for this? And they were like, yeah, if you pay $95. All of a sudden the wheels start spinning
and everyone at Morgan Stanley hated expenses because you literally used to have to tape paper receipts and fax them in.
It was this most tedious process.
But what I figured out was every little slip of paper is free points.
So I became the guy in HR that was like, hey, everyone, I'm going to take one for the team
and pay for this $50,000 event on my Amex.
And people were like, Brian, thank you so much.
And I'm like, suckas.
Like that's literally a free business class trip.
So I started, that was like my side hustle at Morgan Stanley was doing all the expenses.
And then I was traveling a ton, you know, on, and during the recession in 07, 08, the
travel companies were giving insane bonuses because no one was business traveling.
I would get screwed every year I was getting promoted, but they were like,
your bonus is not getting laid off, Brian.
Come back again next year.
You're in your 20s.
And I was so frustrated because being in my 20s,
living in Manhattan, I was literally living paycheck to paycheck,
even though I was working on Wall Street.
I mean, I would take a subway to JFK and fly Singapore Airlines first class
with like $40 in my bank account.
Just two points.
And I would eat everything on the plane so I wouldn't really have to eat when I land.
So I was living this millionaire's lifestyle, points rich and cash broke is what I used to call it.
So finally, my ex at the time was like, you're so good at this point stuff.
Why don't you start a side hustle where people pay you to book trips for them?
And to me, that was like, oh, I mean, it's fun for me.
It's literally like some people sit down to do crossword puzzles i sit down and figure out
how can i fly the emirates a381st class and go to the maldys so i started charging people so the
points guy was never even a blog it was just like this janky form that you would submit i'm lauren
and i have amex points i went to paris with my three friends how do i do it i would email you
back and be like paypal me 50 bucks each and then i would just write you detailed instructions like call the
airline this is the flight number blah blah blah blah and that so it's kind of like a points travel
agent kind of like a consultant almost kind of yeah like a travel i mean i was basically a travel
agent for points which didn't exist at the time and even now there's only a couple agencies that
touch points because it's they don't make money on it.
And then a friend in June of 2010, a friend was like,
Brian, I'm an SEO expert.
I had no idea what SEO was.
And he's like, if you start a blog, blogs are all the rage.
He's like, that'll be the most natural way people searching for
how do I use these damn Amex points will find you.
It'll be free advertising.
You know, just throw up a blog post every day.
You'll get authority in this space. And I was like like and he set me up with my own wordpress blog and so i was like okay and he said
just blog every day something good it doesn't need to be life-changing but consistently all around
points travel whatever and he's like they will come trust me he's like he was really excited
about it too he's like nobody else was really doing it huh there were some other points blogs
but they were pretty and they were pretty popular but i would remember because they
weren't monetizing then so they would only you know these blogging's hard so the people would
only update once or twice a week and i remember being at my desk being like i want more of this
content and then one day i was like why don't i fill in that void and of course at first you
have imposter syndrome where you're like well i'm not the biggest expert in the world so why would i
you know i started blogging and like a couple months in it's things started to go viral,
which I didn't really understand at the time. But you know, the credibility people were sharing
the site like crazy in the spring of 2011 is when my life changed. Cause a friend from college was
like, dude, you're an idiot. You're writing about the platinum card all day long. And you're just
linking directly to Amex. Like he's like affiliate affiliate marketing if you use my company's link and i was like no i don't want
to do this my passion project he's like we'll pay you three hundred dollars per approval and i was
like what you know because i had that time i have 40 000 monthly readers but i'm like doing the
small conversion rates in my head i was like it doesn't take a whole lot of signups to like
fundamentally change the game and and literally that the first month, it was like five grand.
And I was like, that's almost like I was making maybe 75 salary.
And I was like, if I can just do this a little bit smarter.
And then it just took off.
The New York Times ended up writing a big piece about this points guy.
You got to...
Well, like every credit card company, major credit, travel credit card.
All of them came. Yeah. Yeah yeah so then it just blew up so let's go let's take a step back for a second because
i think we're versed in points but there's so many consumers listeners people that are listening to
show that have credit cards obviously may not even be aware of what kinds of credit cards they
should be using may not even know how to use points i get this even you know i'm not an authority in
this space i figured out a few things over the years, but I get questions all the time like, how do you use points? What
are points? What credit cards? What's the best for this? So maybe taking a stab at one, points,
how they're used, what they can be used for, how they accumulate. And then two, maybe listing a
couple of cards that you think are just good for people starting out to book travel.
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Fundamentally, every single dollar you spend,
you should be earning points.
And the United States is the global mecca for points.
I won't go into the nitty gritty details,
but basically every time you go to a restaurant or to Saks, that merchant's paying Amex or Visa
like 3% of your entire
purchase. Huge fees. So basically, the credit card industry is wildly lucrative and it's built
into the cost of everything we buy. So if you're going to go to the store and pay with a debit
card or cash, I just want you to understand you are throwing money in the trash because you're paying with the cost of those
rewards are built in to give back but you're kind of paying for you know the point system for
everyone else but don't fret people think that this is just for frequent travelers like frequent
flyer programs are now frequent buyer programs like more points are created from spending on
credit cards than they are from flying so just think about how much money you spend every month.
And the goal is to get at least more than one point per dollar in everything you spend.
So when it comes to getting a credit card, and before I even get into the details,
to win at the points game, you have to pay your bill off in full every month.
If you are in credit card debt, don't worry.
I was actually an idiot in college and got myself into credit card debt kind of put
my head in the sand and like ruin my credit score so it's always kind of funny that like now i'm
like the world's credit card expert and i was a moron but i actually think that experience of
going through it has helped me understand like where people are coming from yeah no we've talked
about on this show and had like like finance experts on and we constantly recommend for you
if they can like if you're going to charge on your credit card pay it in full every time
don't accumulate the debt and start paying the interest
because if you're paying interest
even if you've got a lower interest rate card you're
negating the value of those points
in a nutshell points are worth
roughly one cent per point so if you've got
100,000 points in general
a conservative value of those points should be about
$1,000 now
the game is, we all
agree that if you're going to get a credit card, you're not going to spend outside of your means
just because you can. You're going to pay your bills off in full. And the wild thing is your
credit score actually goes up the more credit cards and available credit you have and the less
you use. So if you go to the FICO website, and I know people are worried, Brian, I'm not getting
into credit cards. They ruin your credit card if I take out a card. There is like a two to five point ding when you get a new credit
card, but your score goes up dramatically. The two biggest factors are paying your bills on time
and paying them off. So if you actually have a lot of credit available to you and you pay it off
and it's zero, your score, and it's really crazy how quickly your score will go up.
So in the points world, it's amazing. People are like, well, I get these credit cards that
come with humongous bonuses that are worth thousands of dollars. So their banks are
giving points away. And then every dollar you spend, you're earning points. And my score went
up too. And a higher credit score means cheaper mortgage. I mean, it's having good credit in
general, like you need to look at as an asset. So you can play this points game and improve your credit score and travel incredibly and
have these life experiences that your budget might not have been able to afford, just like
I did when I was living paycheck to paycheck, but still going to the Seychelles on a long
weekend.
So that being said, okay, great.
I've sold you on credit cards and good financial health. There's three main types of credit cards. So the type that you want to get, you want to diversify your points. Because what happens is, and I know people will be like, I love Delta. I just want to fly Delta. I only want Delta points. And Delta is a great airline but what happens when your friends are like hey let's all go to dubai and you can't use your delta miles to fly any good airline non-stop to dubai like the goal of points
is to diversify so that's why this category of cards that i recommend is called transferable
points credit cards so amex membership rewards chase ultimate rewards city thank you points and
then those are in capital one so you get these cards and instead of just accruing into like one single airline with amex for example if you use an amex gold which is
probably one of the best amex cards it's four points per dollar on groceries and dining and
i think most of your listeners probably spend overspend in those categories and if you're going
out to eat or even you know you can select it i remember at one point like i had a at an agency
and we selected the option to do the marketing dollars.
It's the online advertising.
So you bring up a great point.
If you've got a small business, even a tiny one.
So at the point, when I sold the points guy years ago, I actually negotiated to have all of the business expense still run through my credit cards because that's the number one way that I get points. Now we're spending like a million dollars a month on Facebook, which is online advertising, which the Amex Business School, Chase Inc.
I'll give three and four X points on that.
You're just like accumulating a few five million points a month.
So just on that one type of spend.
Are you taking us to Dubai?
Let's go.
Have you guys ever flown Emirates first class?
I have flown it once and it was I couldn't't even it was like orgasmic i couldn't get
off the plane i know they're long flights and i'm like we did use amex that's how we did it let's
go let's go a couple more times but did you do the a380 where you took the shower i didn't take
a shower but i was too busy watching beauty and the beast with a glass of um brunello eating my
caviar and i mean i was heaven. I took my mom and dad
and my mom was like,
I don't want to take a shower.
I was like, mom, you're taking a shower
because where else can you do that?
At 40,000 feet going 554 miles an hour.
Well, I think this is a good topic to touch on
because sometimes, you know,
people will see us travel business
and over the years,
I've been thoughtful
in figuring some of these things out.
And most of the time it's through points.
Sometimes there's a small fee
and like, you know,
you might have to pay the taxes or whatever but it's a fraction i mean for talk
about companion passes too like sometimes you get a companion pass so it's like one you pay a little
fee then the points and then you get a free like lauren's been able to travel with me free sometimes
yep yeah i mean it adds up quickly so basically like the get a transferable points credit card
amex gold is like is primo in that they have really rich categories.
Chase Sapphire.
I would say if anyone who's just looking like the gateway drug for so many people in points,
I would say is like the Chase Sapphire card.
The Preferred has like a $95 annual fee.
It's double points on travel and dining.
Now back to like what I said, every dollar you spend, you want to be getting more than
one point.
And for example, if you've got a Chase Sapphire Reserve, which is a really good card, you
earn three points on travel and dining but i encourage everyone to look at the cards that you
have and like see what that category means in the case of chase sapphire travel includes parking
garages tolls you know in in addition to all the obvious you know so there's every credit card has
different perk categories that like what i want people to do is look at what the major categories you spend
money and then try to get,
use a card that will give you a bonus in that category.
Now,
some categories like doctor's offices,
there's no credit card that gives medical.
So for something like that,
there are cards that like chase freedom gives one and a half points per
dollar on everything.
And capital one ventures two X on all spend. cards that like chase freedom gives one and a half points per dollar on everything and capital
one ventures 2x on all spend so the goal is like when you're going out and buying groceries you're
using amex gold for 4x and then if you're going to go to a doctor's office well you're going to
get double points on venture so you use that one other card about cash back so the transferable
points is key category number one that's like that's what i think i put the boat the bulk of
my points the The second,
cashback credit cards are decent. Here's the thing. The transferable points cards are really valuable when you transfer them to airlines and sometimes hotels. If you want Amazon credit,
if you want to use your points to shop at Saks, for example, that's a terrible way to use your
Amex points because you're going to be getting less than a cent per point in value. If you want to do that, get a cashback credit card, right? Cashback,
like Citi double cash, no annual fee, 2% back as long as you pay your bill on time.
So that you spend $100,000, you get $2,000 cold hard cash. You can use it however you want.
If you want simplicity, you don't have to want to fly Emirates first class,
but you should be using instead of a debit card which you're getting zero use a card like a cash back card and then the third type is like airline credit
cards where once again a lot of people be like well i just love you know delta airlines so that's
i'm just gonna use every credit card delta those cards are good but generally not for earning points
they're great for perks free check bags but you can use that card but remember you don't have to
put all of your spend on one
card i highly recommend you know don't get i have 25 credit cards oh jesus that's a little extreme
i don't recommend people to do that but get a couple cards that are like solid just you know
where you spend the most money office supplies groceries and then you'll see you know not only
where you get a huge sign up bonus for a card and that's one other thing never you know if you've got a uh never upgrade your card with a credit card
company you always want to apply for a brand new card because you're going to get the sign up bonus
no sign up bonuses can be a hundred thousand points or more you know if you call up your
credit card company say i want you know i want to change this card to that one they'll be like sure
but then they won't give you the massive bonus you just want to sign up every time yeah let me ask you this say you have a bunch
of points and tell me if i'm wrong you log into your credit card account you see there should be
up in the right corner should say your points or however miles or whatever it is what is the best
way to start figuring out how to utilize because i think a lot of people are sitting there like okay
i've had this card for forever i've had an amex and i'm sitting on all these points what the hell
do i do with them yeah well and I'll also just plug,
six months ago,
we came out with the PointsGuy app
and it's the only app
that'll give you your net worth in points.
So you can attach all your credit cards,
your airlines.
We use our valuations for what points.
We have a whole,
every month our editorial team
comes out with a new ranking
of how much each airline currency is worth
based on general redemptions.
So first things first is just seeing how many points you have.
And people are usually blown away like, oh, wow, I have a lot more than I realized.
And that's what we want to use technology to empower people.
The Points Guy has been around for 12 years.
We've got 50,000 blog posts.
It is a lot to take this in and to really become an expert.
Now, what I would tell people is there are so many resources on the internet.
The Points Guy, obviously, but there's plenty of other websites.
I encourage people that if you've got a ton of Capital One Venture Miles,
Google how to maximize Capital One Venture Miles.
They'll be my writers who are the experts in their field that will bring you through each and every...
Or even just say, how do I get to...
Say you want to go to the Maldives? how do i get to the maldives on points and there's
tons of content that will help start you thinking through like okay what are actually the best ways
to do that for example like you know flights are just one side but hotels are another so it's like
what's the best way to use amex points for hotels or and do you think hotels are as do you get as
much value out of hotels as flights
or as flights flights are general especially if you're redeeming for business international and
first hotels can be redeeming like chase transferring chase points to hyatt for example
you can get park hyatts for only 25 000 points and those park hyatts are over a thousand dollars a
night when you do the math that comes out to four cents per point in value uh if you're using 25 000 points and you're getting something a thousand
in value so that's a great redemption i'm going to the rich carlton maldives next month and that's
it was like four thousand dollars a night but i was only spending like a hundred thousand points
a night and then you get the fifth night free with Marriott. So there's all these nuances. And all I'll say is,
it's a currency.
It's just like the crypto, the US dollar.
It has this inherent value.
The coolest thing about points is
the more you mine your knowledge
in a certain currency,
the value goes up.
You'll have those aha moments
and it seems really confusing at first,
but once you start to speak the language
and crack the code,
and I tell you, it is worth it.
Because when you transfer points to book that flight to Italy that you didn't think you were going to be able to afford this summer, and the taxes and fees are $41 for a $4,000
flight, it is a rush.
And once people do that, that's when they become like, okay, it's a little difficult.
But I think in the complexity of all these points programs,
it's, it's like solving the crossword puzzle,
but instead of just having, you know, pride that you did it or a wordle,
you get to take a trip.
That's why I think this is like the most fun game in the world.
What is the coolest,
sickest thing that you've gotten from your points out of everything you've
done? You can name a couple of things things because I feel like you have a couple. BetterHelp Online Therapy. You know what? Life is overwhelming. There's a
lot going on. There's a hundred things to do. A lot of us feel tired, fatigued, unmotivated.
And this is something that is such an incredible tool to
have in your toolbox, BetterHelp. It's a customized online therapy that offers video,
phone, and even live chat sessions with a therapist. Here's the deal. If you don't want
to see anyone on camera, you don't have to. You can just talk to them on the phone. If you want
to see someone on camera, great. If I had had this in high school, when I was like looking for a therapist frantically,
it would have made my life so much easier. I went to like 10 different therapists to help me through
something that I was going through. And I remember it was just like such a letdown.
This is something that's efficient. You can do out of your home. You can do video, call,
whatever you want. And it's quick to book it's therapy online so if you're feeling
burnt out from work if you're feeling burnt out in relationships whatever it is this is such a
good tool to take more time for yourself i actually was talking to one of my best friends who's used
better help she was telling me how incredible it was to just get on the phone with someone and just
hash out all her problems you could see someone once you could see them a lot. It's whatever you want to do. So BetterHelp is a customized online
therapy, like I said, that offers video phone and even live chat sessions with your therapist.
So you don't have to see anyone on camera if you don't want to. Also, you should know it's
so much more affordable than in-person therapy and you can be matched with a therapist in under
48 hours. Our listeners get 10% off their first month at BetterHelp.com slash skinny.
That's BetterHelp.com slash skinny.
So I will start with the first thing is you can use points for charity.
And so I'm gay and so lucky that in the United States,
I can be CEO and my family loves me and even have
kids if I want to. But a lot of LGBT people around the world have it really bad. So I support an
organization called Rainbow Railroad. And we actually, it's a global network and we help
people where being gay is illegal. You can be imprisoned, you can be killed. And unfortunately,
it happens a lot more than you think so rainbow railroad you can donate
your points your amex points or air canada aeroplan and we actually save people's lives
with those points so we'll get people out of chechnya where there's currently gay concentration
camps jamaica beautiful country amazing people but like trans people in jamaica literally live
under bridges they're called gullies i i went with 60 Minutes to Jamaica and literally was able to witness people.
And if you're trans in so many communities, you can't live.
You can't get a job.
So the best use of points in my life is helping save people's lives, getting them to asylum
in countries where they can live their authentic selves.
Plenty of other charities, too.
Make-A-Wish.
We do a lot with their number one request
from their wish kids is travel.
So if you ever even have points just laying around
that you're not going to use,
I highly encourage you to donate them.
So many amazing organizations.
And do you just go to those organizations,
say I have points and I want to figure out how to-
Yeah, each airline and credit card company is different
in the charities they align with.
But what you can also do, even if you can't donate,
what you can do is for your kid's school, for example.
I know a lot of schools hit parents up for fundraisers.
You can actually use your points and say,
hey, look, I'll book a $500 flight.
Amex points are, you know, I'll book a $500 flight
for someone in like a raffle.
And then you can just use your points
and book travel for other people.
So there's a lot of different ways
you can get creative about it.
But the bottom line with points,
if there's one thing you take away from this podcast
is you've got to use them because they lose value over time because
the airlines in general and hotels they just what we call a devaluation they keep raising the price
you know 10 years ago you could go to europe for 100 000 miles in business class that was
like the going rate you know it's like 400 400 yeah so that's it's not doomsday because
on the earning side there's no better way than today bonuses those categories so if you're smart
about it you can be earning tons of points so that you can offset that inflation in the price
by earning more you know let me ask you this so say you have you're just starting out on your
journey with credit and you don't you don't have a lot of credit what is what is the type of card
you would recommend people to start with like say they can't get
approved for an annex gold even though like that's one of the starter you know you know there's uh
discover is a great card none of them have fees they're more entry-level point you know you may
not get a chase sapphire card but you can start with the freedom which has a little bit lower
credit profile i know a lot of immigrants you know you come even if you're a billionaire immigrant and you live in London, you fly, you come to the US. There's no credit
profile. You literally have the credit profile of a 15 year old and you can't even get a cell phone.
I'm actually working with a company called Nova Credit and it's the first ever international
credit score where they're now integrated with Amex and Verizon. But if you have a credit history
abroad for the first time, you can actually get the credit that you deserve because they transfer those international uh scores over what are the ceos of all these
companies got you on speed dial or what well it's kind of fun you know now imagine it this way
there's some leverage going on investing and and i'm still full on with the points guy i sold it a
decade ago it's so fun we're growing the company but now i think advising and investing is a real
passion of mine just this week someone came to me a Encore Jane, the CEO of Built, which is the first ever credit card,
you earn points on rent. We just launched it nationally with Wells Fargo this week.
But we came up with this idea, like most young people, your biggest expense is rent.
And that's the one area in points, you could pay your rent, but they charge you 3%.
And once again, if you're paying 3% to earn points like you're negating the value of those points because so we have created
this new credit card built which is no annual fee you earn points on rent and because your biggest
expense is now on your credit profile your score goes up over time as long as you're paying it off
and paying it off in full so built it as an intro card for a lot of people renters it's a way to
start earning
points even if you don't have your own business and are spending millions on advertising.
Yeah, Discover card. You can even get a secured credit card, put $500 down, and then pay it off
every single month. The thing about credit is so many of us want to put our heads in the sand.
It's too difficult. Your score can go up really quickly if you just have a strategy.
I think people get bad advice.
There's a lot of financial experts say,
I think the message gets construed as don't use credit.
And I think what those experts are saying is don't carry balances on credit with interest.
They assume the worst in people.
And Dave Ramsey, look, I mean, a lot of people in America are in credit card debt,
and it sucks.
It's quicksand.
There are so many predatory.
Even when I was broke living in New York before I started the points guy, like I refused
to ask my parents for money.
So I got a payday loan and it was evil sorcery.
Like I would pay it off, but they would have all these stipulations.
And it's funny enough that the guy who owned that company is now in jail.
There was a Netflix documentary about this payday loan companies.
So I get it.
Like for people, when you have no money scared of it they're
scared like it's gonna hurt me you should rightfully be scared and have you know but
if you have the discipline if you have cash in your checking account and you can pay your bill
off in full every month and you your score will go up and your points balances will increase and
that's what i like to teach people it's not it's it 100 is a game you can win i got a weird tip
you can get a card especially in a business you can win i got a weird tip you can get a card
especially in a business card especially but also personal cards and you can get supplementary cards
for free on those and set limits on them and most of the time it's done when like a parent has a
kid i think that's a smart way if you're going to carry a credit card and you're scared to go over
your balance like set a thousand dollar cap and if you hit that it's like you can't spend on
anymore absolutely what cards suck i would say there's like a visa black card that is not the real the real black card is amex centurion funny
enough like so i'm a amex centurion card holder and it's five thousand dollars a year and honestly
for it's one of the worst amex cards in terms of points you only earn really one point per dollar
spent which is so wild to think the 250 gold gold card, you earn four X and three.
So I would say that there is a lot of super expensive credit cards that are, it's more
about the hype and having the card than it is actually the points.
One other thing, but the one other thing we haven't talked about, points are amazing,
but perks are another thing that can be incredible.
So as we talked about, the airport can be a scary place these days. So if you really value being able to go to a lounge
and not just get free booze in the lounge, what people don't realize is whenever a flight gets
canceled, you can't get through on the phone and there's a two-hour long line to talk to a rep,
go to the airline lounge because the people at that front desk can rebook you
and get you home on that last seat. I know, I always see those people waiting in line.
I'm like, oh, you're doing it wrong.
By the time you get to that agent, you're going to have no options left.
Did you know that tip?
Yeah.
That's a great tip.
Well, and also too, you like put some of the Centurion and the plan.
And now we're getting to the operational ones, but like you can get to somebody much easier
on the phone.
Yep.
And that's why, I mean, I started booking with travel agents, travel advisors.
I have Amex like travel,
which is pretty good.
Whenever it's a 10 hour wait on the phone,
I can message my Amex rep and be like,
hey, cancel these flights or change these.
I'll end on the worst credit cards.
A lot of no fee cards.
I know people have this natural version.
I don't want to pay annual fees.
The cards with annual fees
actually offer the most benefits.
And what I would implore people to look for is more than just the points, but look at perks.
A lot of credit cards have what's called travel interruption or delay coverage.
So if you're delayed 10 hours or overnight, airlines are not going to give you a hotel stay or get you a rental car to get to your destination.
But credit card companies will.
So while, yes, it's nice to look at how many points you're earning, but a lot of credit
cards will have, if you're in Africa on safari and you're with your parent that has a heart
attack, if you book on an Amex Platinum, they'll actually, they have evacuation coverage that
can save you hundreds of thousands of dollars.
So it's not just the points that you should be looking at but also look at the perks and i'll just say for people who use like debit
cards out of fundamental principle you know they don't have the purchase protections you know when
an airline goes bankrupt literally just goes dissolves overnight and that's happened a lot
and if you're stranded it happened in iceland with this budget carrier wow air you're stranded, it happened in Iceland with this budget carrier, Wow Air, you're screwed.
But if you put it on an Amex or Chase, there's so much that they can do above and beyond.
And these days, travel continues to melt down.
It will for a while.
There's pilot shortages, all sorts of things that are going to make travel complicated. So having the right credit cards where you pay a little bit, you can get a ton back in terms of the perks and benefits.
Okay. I feel like you're the perfect
person to ask this i want to take this step by step say suzy in oklahoma has atrocious credit
like it's the worst credit you've ever seen what would you advise her to do step by step
like really tangible takeaways for our audience yeah the number one thing is you've got to pay
down your balances so So your first goal,
so we're not even going to think about applying for new credit cards or
anything like that.
You want to get your balances down.
And if you have a card that's like you're getting 30% in APR,
there are balance transfers that can make sense.
So instead of trying to think about a points card,
like look at cards that will offer,
you know,
0% financing and take advantage of them. You've got to neutralize
yourself in the quicksand and just be maniacal, cut your costs, pay off your debt. As soon as
you pay off your debt and you're paying it every month, your score will start to go up.
If your balances remain and the monthly fees will offset the minimum payment, so you're going to be
sitting in quicksand forever. Your score is not going to go up. So the goal is to just get your balances down over time and you
will see as you're spending. And once you have the big credit limit, you're whittling it down.
That's when your score goes up. There's really not that much more to it. There's a lot of scam
companies out there that will sell you on credit cleanup, take that money and pay off the principal
balance. And you can do a lot of that
stuff yourself. If there are inaccuracies, you can dispute them for free. I would just say to
anyone in debt, just educate yourself on the resources available. Talk to the lender, see if
they have forgiveness. Don't just put your head in the sand and walk away from it. And I know a
lot of people are like, well, I have one late payment and in seven years it'll be gone so i might as well have more but that's not the way to think about
it this is nuanced and maybe high level but i think it's worth mentioning i i remember one time
we were going to france and i wanted to use miles and it was through amex was it through amex or
might have been chased anyway it's a transferable point program and the airline we were trying to
use the miles through
wouldn't allow it so what i had to do was actually transfer the miles to like air canada and then air
canada so i don't remember how i figured that out but i think it's worth mentioning because there's
also ways as you're transferring like you might want you might think i'm going to france i need
to fly air france but you can't but if you transfer partners yes partner programs so the
holy grail for us so today you like and you and my favorite site to look up cheap flights is Google Flights.
It's free.
You can search by calendar, like what day is going to be the cheapest.
That doesn't exist for using your points, as you just mentioned.
So if you've got Amex points, there's 25 different airlines you can transfer to.
In the case of Airplane, it's actually one of the best transfer partners that people don't know about.
Air Canada is a Starlines airline, meaning you can book lufthansa singapore and so many others what we want to create at the points guy
is the google flights for award travel you know like you can go to online travel agencies and
search paid flights because there's like one pipe that the airlines have built to kind of display
airfares they don't have that for frequent flyer miles so each and every airline has its own
platform we want to build the platform that will merge all of them so if you have amex points and some american and some
hyatt and you want to take a trip to the caribbean and this week we want to be able to reverse
engineer that but the airlines have been challenging to work with because you know when they created
online travel agencies it took business away from them so so how did i figure that out i wonder because i remember when i did it was significant it was it was a lot of savings when i figured and i don't
remember if someone consulted me or if it was something i navigated through the site but if
somebody's doing this and going through the exercise and be like oh like i want to figure
out other ways to figure out how to use well actually the points guy app which is in the
apple app store just as the points guy it's free we actually have a trip planner tool so it'll say if you want to go austin to london so basically the logic gets crazy if
amex has 30 different transfer partners and each of those airlines is a part of an alliance or has
other airline partners like the statistical ways that you could use those points are like
you're like so in our trip planner in the tG app, we'll actually list all the different
transfer partners
that you have
with that airline
and how many miles
roughly they would take
for you to fly
a certain route.
It's not perfect
because it doesn't pull
in the real availability.
In order to do that,
the airlines would need
to share their,
you know,
the APIs
to their award availability,
but I do believe
we will get there one day.
But the point is
you can kind of surf around
and not just take the first result and see if there's transfer points and look around
and bet your options a great example of that is like if you got amex points delta is a transfer
partner but don't transfer to delta booking you're transferring to virgin atlanta usually if you can
find that same delta flight it's at a fraction of the cost and fees once again this is like with
the transferable points it's a tricky game but once you start learning it that's when you get insane value let's say brian is booking a flight to saint
bart's i'm going next week for the first time actually oh look at this i'm psychic let's say
that you're booking the trip walk us through every single little hack that you're taking to
book this trip in the most bougie extravagant way on a budget that's a great example because okay one lesson is it's all about the
plane people different types of planes you can have a wildly different experience and i am a
snob when it comes to flying like i need a life flatbed when you're tall i'm six foot seven you
know sitting in a recliner seat single you guys
i know if anyone's out there six foot seven and single and with points with a lot of points
uh so in my case new york city uh united airlines actually flies a 767 to san juan with lie flat
beds and then from there i can take the puddle jumper and it's cheaper to fly through
san juan most people instead of saint martin yeah everyone says oh we'll fly to saint martin
it's actually saint martin's much more expensive to fly to and they've got crappier planes so
when it comes to flying like i always look at a site called seatguru.com can help you look at
the seat maps and see what kind of plane it is unfortunately
new york to austin there are no live flats but i feel like that's going to change one day michael
just popped a boner when you just said seat guru i've been on seat guru for years you don't know
this i have no idea i type in the number the flight number i go in there and figure out what
the plane i look at the pictures keep going give them all the secret you know i'll answer one of
my top questions people ask is like, I'm a nervous flyer.
So here's the thing.
The bigger the plane, the smoother the ride.
So you can, I always recommend take the, and you can look at the type of plane that's flying
on a certain route.
Also, I recommend flying newer planes like 787s, A350s are like quiet inside.
And if you want to get sleep on a plane, some older planes are like, and if you sit next to the engine on a triple seven like my head literally like shakes in its seat so always
try to sit as far front in the plane as possible especially internationally because you want to
get off the plane first like if you're in the back that could be an extra hour and in customs
at the airport you know clear tsa pre all the programs my biggest thing like i told you now
is like how do i jet through in the most seamless
way possible with my wife, kid, the chihuahuas, everything that's going on?
How do you do it?
All right.
When I moved to Austin, I needed a doctor.
And guess what?
I have an app.
It's free that shows you doctors who are
patient reviewed, take your insurance and are available when you need them. So instead of going
to Google and like trying to figure it out and the reviews are fake and like people are boosting
things, you can just go to ZocDoc and you can read up on local doctors. You get verified patient
reviews. Verified is very important. And you can see what other real humans had to say about their visit.
So easy to find a doctor, especially if you're moving somewhere new
or if you're already living somewhere and you don't have a doctor.
And you also know when you walk into the doctor's office,
you're set up to see someone in your network who gets you.
I also think like just having the booking intro is so important
because they take your insurance, they get what you need, and they can be available when you need to see them.
It just takes all the pain points out, which is so nice. All you have to do is go to ZocDoc.com,
you choose a time slot and whether you want to see the doctor in person or you can even
do a video visit. I love this. So here's what you're going to do. You're going to go to
ZocDoc.com slash skinny and download ZocDoc app for free.
Then start your search for a top rated doctor today. Many are available within 24 hours.
That's Z-O-C-D-O-C.com slash skinny. ZocDoc.com slash skinny.
Everyone should get global entry. Globalry is $100 for five years.
It's $20 a year.
And with that comes TSA PreCheck.
And doesn't Amex include it in there?
Exactly.
And a bunch of different credit cards have free Global Entry.
So just Google what credit cards offer free Global Entry.
Sign up for it now.
It'll come with TSA PreCheck.
And Global Entry allows you, when you come back to the U.S., to avoid the lines.
You don't even need to put your fingers down now. It scans your irises and you're through in two minutes same thing tsa
pre-check is great some airports that pre-check line like in atlanta it's so long that getting
clear which also credit cards and if you have top airline status with united or delta they'll give
it to you for free but clear allows you to get to the front of the tsa pre-check line that's super
cheap was it like 30 bucks a year now no clear is actually a little bit expensive it depends yeah
it's like 150 or so a year um i remember when they first started it was it was really cheap
because they wanted people on clear is also cool because it works at stadiums too so yankee stadium
there's a long security line there's clear lanes that can get you to the front they're starting to
do it more at like festivals and they had some covid vaccine passports through clear so it's a pretty innovative company
but yeah pre-check and clear is the way to go for sure and then when boarding a plane
getting an airline co-branded card will get you you know instead of group nine when
you're gonna have to check your bag wait you know go to the belt getting on the plane matters
getting at least an airline co-branded credit card that will uh get you that zone three boarding lauren gets mad at me when i want to get on the plane
but here's my here's my logic tell me you disagree i don't want to stand in the tube with everybody
holding all the bags so i either want to get on first or at the very very end if i have to i mean
for me i'm like as little time as possible on this tiny metal tube is good but i'm you i'm you know
because you all stand there like you guys are so different than me i am so lax i put my headphones on i don't know what i
didn't even know there's different kinds of planes but lauren i have no idea i'm in la la land i
think like i am in the goddamn clouds like i have which is probably the way to win these days i just
don't let like all of these outside things affect me but but i'm like are you
a window seat or aisle seat girl i don't care i don't think about it the reason you don't think
about it it doesn't affect you is because your husband is standing in the corner probably
fighting with other people for that last spot maybe i'm a princess like that because i just
let you handle it you know what she does we get get off the plane. This is a true story. We have a dog and a carrier.
We have a child.
We have three carry-on bags.
We have a stroller.
The flight lands.
She gets up,
grabs her glass of water,
walks off,
and I'm standing there
and people look at me
on the plane like,
you poor son of a bitch.
Lauren, surely this isn't true,
is it?
No, this is 100% true.
I just think the plane
is just-
She didn't answer the question.
Put your headphones on
and have a glass of champagne
and enjoy the ride. She puts the headphones on because she can't hear my screaming cries for
help i also can't control the plane or the pilot so i just detach from it people always ask this
question about flight anxiety i don't have any how do you deal with that yeah i mean but i agree
with you in that you got to control your own environment so i always have my you know i lately i like the apple
uh airpods max you know i can block out if there's a screaming baby like just crank up your music and
get into your own zone take a gummy of whatever choosing that you like to enjoy yourself and just
like don't be so i think people walk into the airport like ramped up stressed out to begin
with and that's why you see so many psychotic people just acting like crazy so i do believe like a good attitude like and it's not you know we should be
like thankful we're able to travel these days especially after coming out of a pandemic where
we've been cooped up so and i just would say to anyone please stop yelling at airline employees
like because not just because it's a rude thing to do but like these employees have all the power
they are paid nothing and they can control whether you get home or not so screaming at
them is literally the dumbest thing you could ever do i think that's in any it's so unbecoming
when you're in line at the airport and you see someone losing their cool on on an employee it's
it's it makes you look like a fucking dick yeah Yeah. Just stop. The employee is doing their best.
It's so stupid.
And I'm a big believer in kill them with kindness.
It's the best way.
That's how you get ahead, especially in airlines.
And also these days, plan extra.
I'm sorry when people are like, I'm going to miss my 41-minute connection to go on my $20,000 cruise.
I'm like, why would you?
These days, flights are going to get canceled.
The airlines are not staffed appropriately.
Do not plan anywhere a 30 minute connection.
You know, like I love when we land on time and someone's racing from the back.
I'm going to miss my connection.
Like, why did you book such a stupid connection?
And also the points guys on the plane.
So maybe not the right plane to say that on.
Well, you know, I think you mentioned earlier, like, am I the guy that shows up three hours?
I think when I travel now, I want it to be leisurely, right?
Like I don't want to sweat or rush through.
And even if that means I have to go a little early and go to a lounge for a little longer
or walk through connection, because I was that guy in the past was like, it was tight
and it was go.
And they're like, now I'm just like, it's too much now with a kid and especially with
pregnant.
It's impossible.
So I'm like, you know, make fun of me that I get there a little earlier but i'm relaxed i'm not like running like i wouldn't say you're relaxed
i actually created a character on snapchat probably about seven years ago called susan
and susan is michael at the airport susan is is susan a relative of karen susan is like worse
than karen susan is slamming suitcases zipping things
aggressively pounding things on eating quickly i was the dad meme i was the dad it's just like
calm down i don't this i read this quote the other day about how anxiety does nothing for you and it
really doesn't do anything it's a waste of goddamn energy you know though it is there is nothing
worse than like i remember one time we
were leaving jf i mean jfk is a bitch of a report to get out of jfk that's another tip if you yeah
just completely yeah um we had to go there was a big snowstorm in new york and we're trying to
leave and the traffic just got crazy and then the flight got canceled literally right when we got
there and getting a hotel everyone got canceled so the hotels are limited out there and they're all like fucked up yeah and so we had to stay and that was that was a mess like that's
my worst nightmare you have like post-traumatic stress over things i don't even remember i don't
remember any of you put on gone girl and served me a breakfast restaurant that's what i had that
was my experience i was stuck in a gone girl a dark room wait i have to ask you guys questions so i want to have kids one day how
has traveling changed with one kid and like how are you preparing for the second it's completely
fucking you want the truth this is completely different i'm just telling you right now
hold on you gotta you gotta come prepared and listen i'm as you can tell i'm not a prepared
person can you tell i come with like dried mango puffs
apple crunchables like
let's clarify here though
I laugh at the parents that say
it's hard traveling with a child that's
a year old it's not I mean it
is it's challenging and I say that because I'm a
parent who's done it yeah try
traveling 18 months
to two and a half years when you
can't reason with them when they don't want
to sit down when they don't want to listen but he's not there yet he's he's at one but the reason
i mentioned is because that i used to think when we were traveling at that age my god this is
challenging this is hard i was one of those i look back on that i could do that so easily now
right there's certain things that i would get to do it because now that i've experienced through
the first year we're not there yet has azaz ever had a full meltdown on the plane are you kidding me
what do you do when they're just like i hand her to michael to get a glass of champagne i have so
much empathy now for parents when their kids are having a meltdown because here's this i look at
it in three stages the first stage is you don't have kids and a kid starts screaming you're
annoyed you're like oh jesus the crying kid on the flight the second stage is you're a parent who has a kid and you
just look at that parent like oh my god i feel so bad and then i think the third stage which we
haven't got to but i see is older people that have had kids but don't anymore and they're like get it
i think that you gotta bring snacks you gotta bring a water cup that sips through a straw it
has to be a straw don't try to bring any other cup other than a straw.
I also think you need a blanket in case they get cold
because sometimes it gets air conditioning.
You gotta do like the barefoot.
Yeah, you need like a barefoot dreams mini blanket.
You also have to have activities
and the activity that I'm obsessed with right now
and everyone needs if you're a parent.
My friend Hillary told me about it.
It's a coloring
book but it's with water the pen is water so when they color on the coloring book it shows up in
color but it's water so mommy doesn't get any markers on her white couch so if you bring colors
on the plane or they're gonna get it everywhere i'll you also and this is the biggest one you gotta have a show downloaded yeah and don't come at me on instagram and say i don't
let my kids watch tv you gotta have a fucking show down yeah for your own sanity i have a lot
of friends who say like you limit the screen time like a lot on land but like anytime on a plane you
just like let them go out take the heroin never ever let them learn how to use the screens behind the seats.
Yeah.
Let me tell you, there's maybe parents nodding their head.
Because what happens is when they're in this in-between age,
when they don't understand it, it doesn't act as an iPad,
and there's announcements or things that chirp in,
and they're literally smashing it.
It stops their show.
So now I pretend that doesn't exist.
There's things that you're going to-
I've had kids banging my seat, like playing.
You're going to call me in a year and a half and be like, oh shit.
Yeah.
But you'll be, I feel like you'll make it seamless.
Yeah.
But it's definitely a different experience and you need a lot of champagne.
How, so are you going to take.
Zos has been on probably 60 flights.
She's been a lot.
Are you going to take a baby move?
Like while pregnant like
at what stage do you travel to i don't have that much interest in taking a baby moon i would rather
take a moon after i give birth because listen i can't have a margarita in cabo i'm rolling around
like an old sow like it's to to have sex right now it feels like someone's just like porking me from behind it's like it's
just not like these baby these baby moons are just like no i don't get it like i want to have
an afternoon like i feel like the baby's out like we're good i can have a margarita like it's hotter
sex how like after your first trial like how long did you travel without the child? Like, do you have guilt?
Like at a certain,
yes.
Cause I'm just trying to think of my life.
Once I have a kid,
it's like,
you know,
do you feel guilty traveling without the child?
I certainly want to like,
would want to like stay home.
I don't know if it's so much guilt as it is like you do.
Like in our case,
we do miss her,
but at the same time,
I think it's healthy to not.
Michael,
we've taken one night trip away from the baby.
She's two years old
yes it is we're taking two which one went to vegas and then we went to um there's another place we
went oh no no it is i don't believe you no there is but maybe oh not together yeah not together
there has been though no there's been one trip we yes we feel guilty but the woman feels that
i've noticed way more than the man like the woman because you're supposed to like
you're supposed to like be a stay-at-home mom but also i work full-time the same amount as him
it's so interesting i was telling someone the other day everyone asked me if i have a nanny
but no one asked him and we work the exact same amount of time it's so weird that's a different
conversation anyway so yes you do feel guilt but i but I think that for you, you're just going to have to
manage it because it's part of your gig.
Afternoon, what are your top destinations?
Where are you dying to go once you're traveling again?
I just want to sit in Cabo.
I've never been to Cabo.
What?
Yeah.
I've been to the Maldives six times, but never Cabo.
I've never been to the Maldives, so do I need to go to the maldives are awesome it's just like they're far but it's like
just being on a tiny speck of sand in the most crystal blue waters just like hint hint and you
fly emirates through or qatar like the middle eastern airlines are sick you make the trip it's
it's a long way there but you make the trip part of the you know here's what i think what i predict
so zaza has been now she's been to the uk she's been to france switzerland where else she's been i don't
know but this is nothing to brag about because it's been a nightmare travel the whole time reason
i'm not bragging but the reason i mentioned is because she's been on these distance flights and
it's great once you get over there and it's nice but what it's it's a lot of effort once they're
over 18 months and it's a it's a lot of strain so and i think lauren and i are now looking okay
now that we're in this phase of life and we have young we're gonna have young kids for a little
while like where are the places where you can get there three to five hours in a bang and like
really like have a great time but not have the like it's it's hard when you start a trip with
15 hours and a jet lagged kid yeah it just is but one of my friends went to australia and she put
her baby in a fucking car seat.
You can't go anywhere.
The baby couldn't go anywhere and sat there for 15 hours.
Well, my mom used to always give me drama.
I was like, mom, I'm not sick.
She's like, take this.
I'm like, I bet that's illegal these days.
Can I interview your mom?
That's amazing.
She's awesome.
I don't know what this says about me, but I learned that after I was born, like a few
weeks later that my parents went to Europe for three weeks.
So I don't know what that's about oh that explains it yeah where is your favorite place
to travel if you had to give us your top three places and like what what does that look like
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Well, my top overall destination, I love traveling within Africa. South Africa is,
have either of you been? No, I really want to go. Let me just tell you, I get chills even thinking about South Africa because Cape Town is like the
stunning city, table mountain on the coast. There'suins in the water it's kind of got this you know
european vibe to it cool and then the wine country is 45 minutes outside the city and it's rolling
valleys insane wineries like just a vibe and then also safaris just have you been on a safari
safari i mean i love animals but just being the middle, like you look at like the animal kingdom as what it's supposed to be.
Like you really feel like these, you know, you're in a, in a Jeep, two feet of lion walks by you and you're just watching nature as it happens.
It's like so exhilarating, but also like you go to a good, like Singita Labombo, I highly recommend.
It's in South Africa.
Chic, chic, chic, like gorgeous, you know villas you're on a watering hole so you're
showering and you see animals coming up to the watering hole from your room and then at you know
at night you have sundowners which is when the sun's going down on the savannah they set up a
beautiful like cocktails and it's just so South Africa is like what's the hotel to stay up there
well the silo hotel in Cape Town is the super chic design hotel it's like in an old factory
but it's got huge windows really nicely designed and singita labombo in a kruger sabi sands is like
amazing so i i always recommend south africa there's culture there's you know food and wine
and everything also one of my favorite trips and for west coasters it's tahiti's
eight hours from la and so bora bora is stunning you know you can use points at saint regis and
the conrad are both really good hotels but what i recommend is um the island of morea it's a smaller
you know small little island unlike bora bora where all the hotels are pretty much you have
to get a boat and they're all separate morea and if you love
whales from july through october it's whale season but it's one of the only places in the world where
they'll let you actually get in the water with the humpbacks you can snorkel with humpback whales
in tahiti and all i can tell you is you know you kind of you got your fins but i had this experience
with like a mother humpback whale like 15 feet away from me and we just like that clip it i have pictures of it it's insane but tahiti's experience with a mother humpback
whale yeah i'm pulling that out of context putting it out i mean when you're snorkeling
in the pacific and you see a humpback below it's like a submarine it's a little bit it's not for
the faint of heart i'll say but tahiti's just i mean you don't have to swim with the humpbacks
but it's could they eat you no but but i have a video where i was goproing for a friend
who loves whale she was in the hospital i'm like hey like and then literally at the very end of the
video that one breaches probably go 150 feet in front of me but just goes into the air boom and
i'm like if that was me underneath it like i'd be you know all i can imagine is pinocchio yeah
like when the whale ate there was a story last summer that a
fisherman like a lobster fisherman was in the water and a humpback like swallowed him and spit
him out but i think that was started to get i think it got disputed okay well i need to know
if humpbacks can eat you anyways well the humpbacks that what you're worried about these sharks follow
the humpbacks that are you the guides that you're with have rods and if these sharks come up to you
they're actually they're like dogs they're curious and as long as you smash them in the face with the rod they'll
go away but if you don't see them and they come up they'll like actually start eating you so you
just have to always um maybe i'm not selling this whale experience am i yeah lauren i mean i wouldn't
want you to guard me with a rod like there's a kid in the honey with the bags on the air yeah i'm
sure she'd be really attentive on my headphones.
My noise canceling headphones on with my glasses.
So I want to tell the audience what it's like to sell a company.
Yes.
I mean,
that's a big deal that you did that.
What did that process look like?
And what's your,
what was,
what's your after selling the company life?
I'm in a really unique.
So I sold it.
And so June,
2010, I start blogging.
March of 2011 is when I start monetizing.
And it was incredible, life-changing.
And it was May of 2012 that a friend said,
hey, you should meet this guy.
The company was called Bankrate.
And bankrate.com is the top site for mortgages.
And they own creditcards.com. And unbeknownst to me I they were like well the points guy is this niche luxury
vertical that we're going to acquire so I actually didn't even use an investment bank it was me
negotiating with the CEO for six weeks and it was like the most stressful insane six weeks of due
diligence and when you're selling a company you go through highs and lows and i'm thankful for the experience i wouldn't you know at age 28 or 29 it was kind of like you know i went from making
like 70 000 a year in hr to now being a media ceo and i had no investors so it was like it was
amazing it was a life-changing deal for me and so many people now will say well don't you regret
selling because the company now has got 120
employees and it's very successful but so many of my entrepreneur friends told me like take
the money off the table like especially for your first thing that i had no idea i mean it was just
this rocketing rise i thought for sure it was going to come to an end so i know i would always
just say i leaned a lot on entrepreneurs who had done it before to and try to get as much advice
as possible.
But choose the right partner because I sold to Bankrate 10 years ago.
We were acquired by Red Ventures in 2017, and I just signed a five-year deal to stay on.
And also, I would say is you don't need to be the CEO in charge of everything.
Yes, the Point Sky is my baby and my brand, but it's grown so much now that i think my biggest two years ago when the pandemic
hit i realized like i hate managing people like i love people i'm not the greatest manager in the
world and you think you would have scaled it to what it is now if you didn't i definitely i mean
i had no you know i was a spanish major my first job was a buyer for lord and taylor i ended up
working in hr at a bank like so i i I was never the hard, I'm an entrepreneur, the mechanics.
I'm a creative.
I love storytelling.
I love, I'm a salesperson.
There's a lot of things that I love,
but the mechanics of the business.
And I think if I did have all of that,
I probably would have taken investors
and taken a different route.
But I have no regrets on what it is.
But if you're going to sell your business,
I mean, I've just been lucky
to have really good partners. Like after I sold the points guy they were basically like just
do whatever you want for years but red ventures has taken us to another level because we they
had tons of engineering expertise that have that's really allowed it to grow so yeah it is like one
of the if not the premier travel blog site platform in the world. Yeah. Yeah.
It's kind of crazy to think about.
We actually just,
the comp score just came out and now we're above,
I think CNN travel might be above us or USA to,
you know,
it depends on how you rank it,
but still.
And when you,
but when you think about like a singular site,
we're by far the most profitable by many,
many margins.
So there's a lot of ways to measure success in the business,
but it was kind of,
I pinched myself,
you know, when we surpassed, you know,
Connie Nash Traveler in traffic several years ago. And it's like these magazines that I read
growing up and it's like, wow, this little blog that I created now is like this little powerhouse.
Well, I think it's such an interesting story for people to hear because you took this niche and
this passion that seemed maybe small to you at the time. Like, oh, I like booking travel and I like credit cards and figuring out points.
And you've turned into this massive platform.
And I think that's what the internet has done for some people.
It's democratized things that you,
things that could only be small things before can now be huge things.
Yeah.
Right.
Like you did,
if you,
if you started doing this in 99,
but I mean,
or nine,
but like 1970,
like it just,
there's no way.
Yeah.
To scale it.
I remember my dad said, Brian, you need to learn how to make money in your sleep and that's what i was doing because i would
come home from work i'd be doing these bookings and then i actually i call it my phone sex operator
phase i was charging people 100 an hour to speak to me on the phone and i would give them travel
tips but that was like so hard to scale and you know in a direct to consumer business there was
so yeah being able to create content that today, right now, our content's monetizing
all across...
It's been a really interesting journey to create a digital content, but by leveraging
affiliate.
And in 2011, affiliate was kind of looked down on as scammy, right?
But now you see almost every major news network that Today Show has a shopping platform.
And there's nothing wrong with it, as long as you're giving value to the consumer.
Brian Kelly, the points guy, you're unbelievable unbelievable where can everyone find you what are you working
on what should they sign up for give us the give us the details well you know the points guy.com
on and the points guy on all social channels but i'm personally brian kelly on instagram that's my
personal travels that's where i update with hard-hitting news like starbucks mobile ordering
which is now available in airports which i just used today oh yeah it's major you can order your starbucks in
an airport and have it waiting for you oh yeah baby and i highly recommend the wait times are
long do it when you're going through security or even before because throughout the pandemic
with staffing shortages the starbucks i've been in line i'm like i might miss my flight i need
this cold brew michael wants to slit his wrist every time I get in line at Starbucks.
The original founder CEO stepping back in to right the ship again.
Oh, really?
I think he's like, hey, we need to get Starbucks back on the map.
I think the mobile ordering should help get them there.
But no, I'm excited.
I'm working on a TV show now.
I'm repped by WME.
We're talking to a lot of really interesting people.
So I'm excited to kind of bring the points and travel world and to do a travel show that
actually teaches you how to travel instead of just showing up in an exotic
location and showing cool stuff like i want to get more people into points because it is such
a no-brainer thank you for coming on come back anytime next time you come on you got to bring
claude from the morning toast that's that would be she's my best friend and i i mean it would be
a diabolical episode i think we got I mean It would be A diabolical episode
I think we gotta do it
We love a diabolical episode
We love having her on too
Next
When we come to New York
Let's do a foursome
Let's do it
And also I invited you guys
I have a new
Horse farm
In New Hope, Pennsylvania
And I have a
Mini horse named Ginger Spice
Who's like the sassiest
Bitch in the world
She's like becoming
A star on the internet
And I think
You guys would hit it off with her I would love to ride her It'll be just like Riding on an airplane Zaza definitely like the sassiest bitch in the world she's like becoming a star on the internet and i think you
guys would hit it off with i would love to ride her it'll be just like riding on an airplane
definitely can't oh i can't ride her it's a mini horse lauren oh it's a mini horse okay you're
better with the humpback whale yeah thank you for coming on thank you so much for having me
do you want to win a goodie bag all you have to do is tell us your favorite part of this episode
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