Mailbag #8: Earning More Points, Top Listener Hacks, Monitoring Price Drops, Paying Taxes on a Credit Card and More
Hello and welcome to another episode of All the Hacks, a show about upgrading your life,
money, and travel. I'm Chris Hutchins and I'm so excited you're here today for an episode
focused on travel hacking, points, and miles. This one is jam-packed with a ton of amazing hacks
you've all shared, so thank you so much for sending those in, as well as some great questions we're
going to tackle, covering everything from paying taxes with your credit card to earning points to
companion pass to booking travel, getting deals, a bunch of great sites, and things you can do to
optimize your next trip, and so much more. But I have a few cool things to share first,
I'll start with some amazing listeners you've all shared, and some of them are the biggest we've
ever seen. First, Savannah wrote this in. We have used multiple hacks from your show. I've gotten
into credit card points for travel, and believe it will save us around $10,000 this year. From
your show about insurance, we realized our house had grown in value significantly, and we can now
drop PMI insurance, which will save us $1,000 a year. I also found seven claims of unclaimed money for
my dad, so thank you so much for your content. You really are changing the lives of your listeners.
Savannah, thank you so much for writing that in. It means so much to me that all the time and
energy I spend can save people like you so much time, energy, money, and bring so much joy to your
lives. I want to run through a few more because there were so many great wins since the last time
I did this. Alex wrote in and said that after only a year and three months, he's already racked
up 450,000 membership rewards points on Amex, but he really wanted to make sure people understood
that his spending is only about $20,000 to $30,000 a year. He said he knew it was small compared to
most people that live in more expensive places, but he did all this by maximizing referral bonuses,
sign up bonuses, and using Rakuten to rack up over 60,000 membership reward points for things he
already needed to purchase. Zach, who we also talked about some wins about six months ago,
wrote in with the follow up. He was a medical student. He's now nearing the end of his third year,
so he's making no income, but travel is really important to him and his girlfriend.
So over the last two years with some great sign up bonuses and redemption values,
he just wanted to share that from March 2022 to May 2023, they've taken three international trips
using all the strategies he's learned in the show. He's earned and used over 800,000 points,
paid only $2,000 in fees to redeem flights and hotels worth $29,000. He calculated out after
subtracting fees at 3.1 cents per point, which is absolutely incredible. It's allowed him to have
six weeks of international travel to places like Italy, England, France, Spain, and Portugal.
And he said it wouldn't have been possible without all this advice. So I'm so glad you're
able to take those trips, Zach. A few more. We don't talk about hotels outside of Hyatt that much,
but Noah had an awesome transfer from 45,000 city points to Wyndham to book three nights in a
beachfront resort condo through their Vakasa partnership and got a one bedroom condo, which was
way better than traveling in a hotel room with his three year old. A different Zach wrote in to
say that he's planning on using his points that he's earned to fly business class for his upcoming
honeymoon with his wife on her first trip to Asia this year. First off, congrats Zach and your wife.
And I hope that you have an amazing trip. I know we talk a lot about international travel,
but let's focus on one domestic win from Angie. She wanted to take her children to all 50 states,
and by August, she will have done it. She did that by opening up an Alaska card and her husband
did the same, both of which come with a companion fair. So between the companion fairs and the
points they got on the signup bonus, she was able to reduce the cost of more than $7,000 in flights
to Alaska for her whole family down to less than half of that. And that was a family of five.
Another honeymoon win from Lexi, she booked 10 nights in Hawaii in Kauai and Maui at Hyatt's using
her chase sapphire preferred signup bonuses that she and her fiance opened up to meet the minimum
spend for all their wedding expenses. And they're now going on a $6,000 honeymoon just on points.
So first off, congrats to Lexi and her husband. I hope you guys have an amazing wedding and a
great honeymoon. Finally, Tim loved the Japan episode so much that he's already booked a trip
using points to stay at the Park Hyatt in Kyoto, which is an amazing hotel. He's going in July.
I'm so sure you'll have a great time. Everyone should check that out if they have the points
and they have the opportunity. And then the biggest win I think we've ever had is Liz wrote in and
said that the insurance episode came just at the right time. She was pricing out life insurance
policies for her family and didn't realize the concept of latering or layering was an option.
And it was exactly what she needed. So she priced out things with seven different carriers
and the layered policy they landed on, which is actually a 30 year term with 10 and 20 year
riders will end up saving them over $14,000 over the life of the policy compared to the lowest 30
year term quote. But she did point out that not all insurance companies offer these features.
So it's worth searching for one that does. But it's also worth making sure that you push the
agents on it because her agent actually asked her how she knew how to do it this way and thought
it was a really smart option that he hadn't thought about. So that is awesome. I'm so glad you did
that. So that's a few of the wins I've heard from listeners, but I'll put a few more at the end of
the episode because there's just so many great ones that I want you all to hear about. Next,
I want to talk briefly about what the all the hacks membership is and isn't because I've gotten
a few questions from you. First, it is not a guilt trip for you to feel pressured to join.
If you think it add value to your life, or if you've gotten so much value from the show that you
want to support me, great. But if not, totally fine. So what is it? My goal is to build a membership,
something like ARP. But instead of focused on retired people, I want to focus on people who
like to optimize and upgrade and have the best experience and get the most out of life. So I want
to set up exclusive deals, products and partnerships, and actually just shared our first exclusive deal
to members with Trust and Will, who is offering 50% off their state planning services to all the
hacks members. It's the product Amy and I use for our family. In fact, we just updated it last week
to include our second daughter. I know we should have done it sooner. So that's what I mean by
exclusive deals. I hope we'll have more coming soon. But I also want to build a community where
members can connect with each other. So that's going to be a part of the membership as well. In
fact, our first members call is tomorrow. So if you end up joining quickly, I can send you the
invite to that. And then at some point, I want to build a community online. And I will consider
opening that up or part of it to all listeners, but I'm going to get my feet wet with members first.
So if you want to join, you can do that at all the hacks.com slash join. And if not, I love you
all the same. So no worries. Now let's talk a little bit about credit cards. As you guys know,
I have a page set up at all the hacks.com slash cards. And one of the biggest ways you can support
me in the show is to use those links when you apply for a new card. However, like I always say,
I want you to get the best signup bonuses possible. And sometimes those are from referral links.
Unfortunately, I don't have much control over how that page works. So even if I know about a
great referral offer, I can't include it on the page. In the past, I've gotten links from some
listeners and from friends and put them in the show notes. And then on top of that, there's also
some cards that I think are really great, like the Amex green or the built rewards card that
because they don't have affiliate offers, they never end up showing up on that page either.
Finally, there's just so much good information. When you collect a list of all the cards,
there's signup bonuses, their annual fees, but there's no easy way to filter and sort on that
information. So I had an idea. I fired up chat GPT and I asked it to help me code a new page that
had all that functionality. Honestly, I didn't think it would work at the start, but to my surprise,
I got way further than I expected. I still have some design and user experience things to fix.
And I haven't added all the filtering and sorting I want. But I actually have a working prototype
of a new cards page that I'm excited to transition to soon. I actually hope it ends up being one of
the best tools out there to find new cards, whether you want to search on the biggest signup bonuses,
the best earning in a category, or the best deals if you're over chases 524 restriction.
So if you want to check out an early version, you can go see the prototype at all the hacks.com
slash card tool. And I would love your feedback. Or if you're good with JavaScript or CSS, I would
love your help getting it over the finish line. And then as soon as it's ready, all the hacks.com
slash cards will start directing to that new tool. So you can also just wait for that to happen.
Okay, that's it with announcements. So let's move on to all the hacks and questions about
travel points and miles right after this. I want to tell you about Wealthfront's new stock
investing account, which is hugely exciting for me because it's a product I actually helped develop.
I know it's not news to you that the market has been on a wild ride over the past few years,
and many people who made risky stock bets are now facing big losses. That's why it's more
important than ever to make smarter stock investments. And that's what this new product from Wealthfront
is designed to do. It has all the features you'd expect, including fractional shares,
zero commissions and a $1 minimum. But what sets it apart is a unique feature called stock collections.
These are groups of stocks created by Wealthfront's investment team that are designed around unique
investing opportunities. You can think of them like Spotify playlists, but instead of helping
you find new songs, they help you discover new companies and themes to invest in. For example,
some popular collections right now are dividend blue chip stocks, self driving car suppliers,
and rising interest rates. For each collection, you'll also get an objective look at some pros
and cons so you can understand both the opportunity and the potential trade-offs,
helping you make more intelligent investing decisions. To start making smarter stock investments with
just $1, visit wealthfront.com slash all the hacks. Again, that's wealthfront.com slash all the hacks.
I am a Wealthfront client, former Wealthfront employee, and current shareholder. I have received
non-cash compensation for this testimonial. First off, I want to start with earning points.
So, very timely. I'll kick this off talking about paying taxes with your credit card because,
as of recording this, taxes are due in six days on April 17th. And I'm always getting questions
from people asking if it makes sense to pay on your credit card. So there are three payment
processors that will allow you to pay your taxes with the credit card. Pay USA tax charges 1.85%,
pay 10.40, charges 1.87%, and ACI charges 1.98%. I'll look at this from two perspectives.
One is, yes, there are cards like the City Double Cash that earn 2% cash back. So if you owe $5,000,
technically, you could get $100 of rewards and pay as low as $92.50 for processing them.
Is it worth it to make $7.50? Probably not. If you had a massive tax bill, might it be more worth it?
Sure. But at the end of the day, I don't think that kind of a spread is worth the time and energy
unless you have a really large tax bill. Where it might get a little bit interesting is if you're
trying to meet a minimum spend on a signup bonus or if you're trying to earn some points in a
program really quickly, especially if you're trying to do that with a card like the Venture X,
where you can earn two points per dollar and potentially make those points worth anywhere
from 1.5 to 3 or 4 cents. Couple caveats to consider. One, you can only make two payments
per processor, though if you're filing jointly, you can make them in each person's name. So four total,
all those payment providers have clarified that they will not show up as a cash advance with any
extra fees. And then finally, if you are doing all of this for business, card fees are tax deductible,
but not if you're doing it personally. So if you have a redemption in mind and you're going to get
outsized value here, great. If you're trying to meet a signup bonus or if you want to open up a card
quickly to try to meet a signup bonus, I know there are some cards. I don't have a list off the
top of my head of ones that will give you a virtual card number you can use right away.
That's worth considering. But otherwise, I think the fee relative to the cost, it doesn't make sense
unless you have something planned, which is my general advice when it comes to buying points and
miles as well. Similarly, a question from Cameron about trying to put expenses for his wedding onto
a card. And in this case, the vendor only accepted a deposit and that the remaining they only accepted
in cash or check. Are there any tricks here? The short answer is no. Yes, you can try to negotiate.
And if you could negotiate the credit card fees into it, that would be an option. If not,
you're usually going to end up having to pay the fees or use a service online where you can use
your credit card to send a payment, but then you'll pay the fees and those fees, I don't think are
worth it. They end up being much higher than the cost to pay your taxes on a credit card. I know
they're typically more around 3%. So unfortunately, there's not a hack here that I'm aware of. But I
will say if you are able to pay your credit card, you can always ask. There are some cases where you
might not expect to be able to do that. And that's possible. So definitely worth doing that. But if
not, unfortunately, that won't work. Cameron did mention that he got engaged a couple years ago
and put the entire ring purchase on his credit card, which is a great option there. In fact,
two questions wrote in about engagement rings that I'll share right now. One, Tyler went out on a
limb and asked his fiance how she felt about cubic zirconia or lab diamonds before they got engaged.
It turns out she was thrilled with the idea. They ended up finding a ring that was only $650
and put all the extra savings into an epic engagement. And then Jeremy wrote in that said,
just make sure you're always looking shy of the exact carat quartile. So if you're looking for one,
look for 0.99. If you're looking for 1.25, look for 1.24. He also found out that jewelers have
access to an online auction site for diamonds, where jewelers can request them be shipped for
an inspection. So Cameron ended up rejecting the diamonds the jeweler had in stock, gave him the
specs of what to look for. And then even before that finding the diamond, he just negotiated a
fixed markup. So he agreed on 7% above the price he paid the seller, which is way below what
jewelers used to charge before the internet made all this info available and ended up finding
something great. So a couple quick detour ring hacks coming back to trying to earn more points on
dollars without spending more. I wanted to share a couple things that I ran across recently.
The first, and I don't know how I miss this when I signed up, but our utility provider in the Bay
Area PG&E at least now lets you put your utility bill on a credit card for a fixed fee of, I think,
about a dollar and 35 cents. So first off, when I did the math of how much our utility bill was and
what percentage fee that would represent and how many points I'd earn and ended up being a good
deal. But then I was reading around online and found a suggestion from someone, which was that
you can actually pay a couple months of your utility bill in advance and just carry over that balance.
So you're only paying that fee every quarter or really as much as you want. In fact, a lot of
people, I guess, have used this tactic to meet minimum spend for signup bonuses. So they'll go
and pay $1,000 towards their utility bill, which might cover them for three, six, maybe even nine
months and be able to get all that spend upfront. Similarly, it had me thinking, oh, I logged into
USAA now that there are insurance carrier. They don't charge any extra fees to pay your insurance
bill monthly. But at any point in time, you can go in and pay off the remaining months on the six
or 12 month policy. So if you're in a situation where you're trying to meet minimum spend for a
signup bonus, or you're looking at a signup bonus and you're not sure if you will be able to meet
the spend, two tactics there, pay your utility bill more than you need to if you can afford to
pay off that bill or go in. And similarly, if you can afford to pay your insurance bill up front,
you might be able to pay that upfront if you're already paying monthly. Okay. Another question
from Zach about whether to prioritize points bonuses or signup bonuses. So he's looking at new
cards, thinking about his spending and seeing cards like the Amex Gold with four points on groceries.
He doesn't have enough spending to be able to hit all the signup bonuses unless he puts all of his
spend on those cards. So he's wondering if he should prioritize cards that will earn him
four points per dollar on the categories he spends most or if he should focus on cards to earn signup
bonuses. So let's take the example of that Amex Gold card. You're going to spend $4,000 on purchases
for 90,000 membership rewards points if you use a referral link, which I set up one at allthehacks.com
slash Amex Gold. You also get $200 statement credit. So for $4,000, you're getting 90,000 points,
which is the equivalent of getting 22.5 points per dollar spent. So much better deal to be focused
on signup bonuses than to be focused on earning bonus points in the categories you spend on.
However, I realize that many people myself included a bit don't want to be opening up that many cards
every year. And so I like to have one or two cards that are just my base card that cover most of my
spend and then open up opportunistic bonuses. So it kind of depends on your appetite for opening up
new cards. And I'm actually got so many great questions about opening up cards, the rules,
how often to do it, the impact on your credit, then I'm going to do a whole episode on that topic.
But I just wanted to cover this as an example to try and answer Zach's question. And when it comes
to annual fees, I want to remind everyone that there are a ton of opportunities to earn retention
offers when your card renews. I'll link to a good post from Miles to Memories about this.
But we tried this with Amy's Platinum card recently and said, Hey, the annual fees are really high.
We're not getting as much value out of it, which was actually true because I have a platinum card as
well. And then they offered if she could spend, I think it was $3,000 in the next 90 days, they offered
30,000 bonus points, which I value Amex points around two cents. So that's $600 pretty much covers
the fee, especially if you factor in all of the different credits and perks that come with that card.
So that was great. With the tax filing deadline around the corner, you're probably dreading
sifting through all the paperwork to find those donation receipts or wondering if you missed out
on maximizing one of the most generous tax deductions, charitable contributions.
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Next, I want to share an email Matt sent me that included a bunch of incredible hacks for earning
some points. First, he pointed out that if you're Canadian, you can actually get a US AMX card with
your Canadian credit history. As long as you set up a US bank account, have a mailing address in the
US that you can receive your physical card at he did it while he was renting an Airbnb in California
and TD his Canadian bank made it really easy to set up a US based account. Then he pointed out that
the capital one shopping rewards portal often offers really big cash back on travel booked via
trip advisor. He's seen it as high as 30%. It's often capped at $500 per transaction, but he's gone
in and booked three nights in his name, three nights in his partner's name, and gotten $1000
back on an expensive hotel stay. He also wanted to share that he's been using club one hotels for
stays over the past five years and is regularly getting 30 to 40% off the best rate he's finding on
hotel websites. He said he just stayed in Charleston at the restoration during a festival and paid $400
a night when the own hotel's website and Trevago were quoting 700 a night. Same deal for a trip to
London this summer and they occasionally sell gift cards for 10% off, which multiplies the savings
even more. Then for chain hotels, he said, check out capital one business deals, which used to be
called capital one spring, which is totally free to sign up, but sometimes has ridiculously good
deals at chains like Intercontinental and others. Last for business class fights, he wanted to share
that sometimes he's found that booking a vacation package and adding one night at the cheapest hotel
can save thousands of dollars on paid business class airfare. He doesn't even always stay at
the hotel he books just does it to get a better deal on flights. So Matt, thank you for bringing
all the hacks. Love hearing these. I'm going to add them to the arsenal. Last two earning points
questions. So Kristen wrote in asking about whether the Bank of America cards were worth it
if you have enough money in their partners and you can earn their highest rewards tier.
So I'll give a quick overview. The Bank of America premium rewards visa earns two points per dollar
on traveling dining, one and a half on everything else. But if you have a hundred thousand dollars or
more in an eligible account, they bump that up by 75%, which means you're earning three and a half
points per dollar on traveling dining or 3.5% cash back and you're earning 2.625% on everything else.
So I have to ask, how does that compare to what I would consider a comparable option on the point
side? If you're not willing to spend the time and energy to transfer points to airline and hotel
partners, if you're willing to do that, I think you're going to get way outside value focusing on
earning miles and points. But let's take the chase Sapphire Reserve and pair it with the freedom
unlimited and compare on the travel and dining spend with the Bank of America card. You're getting
3.5% cash back with the chase Sapphire Reserve. You're earning three points per dollar, which you can
redeem in the portal for 1.5 cents. So you're getting 4.5% cash back. So you're getting an extra
percent cash back on traveling dining. But for the everything spend, you're getting 1.5 points on
the freedom unlimited that are also worth 1.5 cents in the portal. So that's 2.25% cash back
compared to 2.625. So at the end of the day, if you're using the Bank of America card,
you're losing out on 1% back on traveling dining, but you're earning half a percent on everything else.
But you're doing it all with one card and you're doing it all without having to worry about booking
in a travel portal and getting a deal. I always prefer the chase option because if you just want
the cash back, that's fine. You can use it as credit in the portal. But if you end up wanting to
transfer to partners and get outsized rewards on aspirational travel, you have that option. Whereas
with Bank of America, you don't get that option. So I've always preferred the chase option. But
if you only want one card, you only care about cash back and you're willing to put $100,000 or
more dollars into a Bank of America Merrill Lynch account and you factor the cost of doing that at
nothing, which is not how I think about it. But if you're already there, then I do think the Bank
of America option is a great single card option. But I think very few people are going to be in that
boat. Last on earning points, I want to talk about companion pass. I got two questions from Scott
and Joe Mar asking about applying for cards to earn companion pass, how long it's good for,
how to use the strategy and how to do it with your partner. So for people not familiar,
Southwest has a status tier. When you earn 135,000 points in a year, you get companion pass for that
year and the following year. And companion pass means that anytime you buy a ticket, whether it's
with points or dollars, you can add a person to your flight for only the taxes, which domestically
are $5 and 60 cents. Now, you have to name that person in advance and you can only change the name,
I think three times a year. But if you're a couple and you're planning on doing a lot of travel on
Southwest, it can save you a ton, especially if you're flying to a lot of the Caribbean,
Mexico, Hawaii, destination, Southwest flies to, but the strategy is when to do it. So the trick here
is that when you earn it, you get it for the rest of the year and the following year. So you really
want to make sure you earn it as early in the year as possible. So if you're going to do this
with card bonuses, you need to make sure all the points you're earning post as early in the year as
possible. Now, it's not about when you spend the money though, it's about when the statement is
posted. So if you spend money in December, the statement closes on January 1st, sometime in
early January, those points are going to post your rapid rewards account. So if you want to do this,
you need to hit 135,000 points. You could sign up for either the personal cards for 50,000
point sign up bonuses or there's 60 and 80,000 point bonuses on the business cards. You probably
need to, which you can do at once. I have done this in the past to get companion pass and then it'll
be good for two years. Just make sure that you don't spend the bonus early because if you sign
up for those cards in November or December and you hit the bonus before the end of the year,
there is no way to push that out to the next year. But the follow up from Scott was,
could he have his wife do the exact same strategy in two years and then he reverts in four years?
And the short answer is yes, that is a tactic that I know lots of people do. They sign up for
the Southwest cards in year one, earn companion pass for two years. Hold on to them for one and a half,
two years, maybe even three years, just so you're not potentially having a bad reputation with Chase.
And then his partner will do the same thing in two years. Obviously, you need to be able to meet
the minimum spends on the cards and spend a little bit more to get to 135,000. So if you do two
cards to hit 50,000, you still need to spend another 35,000 to get to 135. So it is a big effort.
So this could be a great option, but keep in mind you do need to spend a lot on the cards to make
this work. There have been plenty of times where the sign up bonuses on the Southwest cards have
been much higher and you've been able to clear the 135,000 point requirement in two cards with no
extra spend. So obviously, if you can hold out and this is an urgent, it's a great chance to take
advantage of it when that happens. So those are all the hacks and the questions I got on earning points.
There's a bunch of other travel stuff I want to get to. So let's start with booking. I got a
bunch of tips from listeners and things that I found myself recently on trying to track fair
drops. So one from my neighbor Joe, he said he uses Tripit, which monitors his Southwest Fair
prices and alerts him if Southwest fairs drop. And then Jessica actually pointed out to me that
if your fair does drop, you can actually change the reservation and then it'll show you a negative
amount to change it to the same flight and then you could just get a refund for that difference.
Unfortunately, not all airlines are that easy. We just booked a flight for Amy to go to New York
on United and I wanted to make sure that I could monitor the flight prices. So what I did was I
set up price tracking on Google flights and I got an email that the flight had dropped by $50.
So we went to try to do the same thing that you could do with Southwest,
but United wasn't making it possible to book that same flight. So we ended up canceling the flight
and then rebooking the exact same flight with the credit. But because the flight had dropped $50,
Amy now has a $50 United credit. So that was great. But aside benefit was I hadn't really used
Google's price tracking for flights. And now I'm using it for all kinds of trips and getting
updates on how those prices are changing. And they even launched price protection recently,
which I noticed for a flight I was booking to LA where Google says if you book this flight through
Google and the fair drops by more than $5 will refund you the difference up to $500.
So unfortunately that didn't work for the flight I needed to take, but it was really interesting.
But caveat, if you're using an AMX card that gives you a point bonus for airfare book directly
for the airline, I don't think you're going to get that airfare bonus with this because you have to
book the flight through Google. If you're using a chase card that gives you points on travel,
I think you'll be fine. Capital one has a similar feature. If you use their travel portal,
and I have used that before, especially when I'm trying to use my travel credit for the venture
X card, but I haven't had the fair drop yet. So I haven't been able to actually take advantage of
it. Tom wrote in another great hack. If you're traveling with a lot of luggage, he owns a video
production agency and always has really big heavy cases of equipment. He realized that domestically
checking bags can get so expensive and sometimes upgrading to first class can be so cheap that
he's looked and it's been cheaper for him to add first class for $70, get two free items,
including an overweight bag instead of paying $40 per bag or even $100 for heavy items.
So this is something interesting that I always do just for fun anyways is I always just look at
the business class fair very rarely will I ever pay for it with dollars, but I've occasionally
seen it so cheap where in one case, actually, I was flying to Southern California and it was only
$20 to upgrade to business class on Alaska. So in that case, I just said, why not next Jared sent
in a hack that was a little bit longer, but it saved him hundreds of dollars on a rental car.
So I thought it'd be worth going into and he actually stumbled on it by accident. So I thought
it was a really cool story. He'd been looking for a two and a half week rental car out of Dallas,
Fort Worth and was seeing all these different prices depending on what device and shopping
portal he went on, but he actually noticed on the Hertz app on his phone that a Tesla Model 3 was
actually the cheapest option for only $600. But then when he looked on his computer and every browser,
it was almost twice as expensive or he couldn't even see a Tesla and it was going to come out to
almost $1,000. He tried using the MX Platinum discount, no luck, and he almost booked it on his phone,
but the Capital One shopping portal had 30% back on Hertz if he booked on the Hertz website. So he
really wanted to book it there. And after some digging, he found that when you use the Hertz app,
they'll apply a corporate code and they'll apply a rate code prepay. And that shows you
prepaid rates that you won't see on the website unless you apply that code. So sure enough,
he typed into the rate code box labeled RQ prepay, all one word, and boom, he found the Tesla Model
3 for the same price he found in the app on the website booked it with the Capital One shopping
portal. And now is saving over $500 between the rate and being able to use that 30% back from the
shopping portal. And just to make it even sweeter, this purchase puts him right over the edge for
his Delta Reserve card. So he's getting 120,000 points and 10,000 MQMs, though he's really stoked.
And I'm excited to learn another hack for rental cars. One more little hack that I thought was great
was from Julie, who wanted to share that she's been getting incredible value from using IHG
points on hotels all over Europe. But she was trying to use one of her free night certificates
and wasn't able to do it for a trip she wanted to take because it turns out it was a football
weekend in the city she was going to. And all the rooms had a two night minimum. Well,
she tried calling the manager and asking if he would lift the two night minimum for 15 minutes
while she booked online because she actually wanted to book two nights, but she could only
book them one at a time using her certificates. If you would ask me if this would have worked,
I would have told you it's not worth your time, but I'm clearly wrong. Great job, Julie. I didn't
even know that a manager at a hotel would be able to lift that restriction so easily or would be
willing to do it for a short window of time. But it turns out that was the case. And she got that
hotel, which was running over $600 a night. So it was a great deal. Then I got a question recently
about the 25% transfer bonus from Chase to Flying Blue. So right now until May 15th,
you can get a 25% bonus when you transfer from Chase to Air France KLM's Flying Blue.
And Miles wanted to know if it was worth doing this in anticipation of a trip. He says he's a
Delta guy. So this seemed like a good deal. And he wanted to know if the goal is to book Delta
One flights if this is worth doing. I have the same feeling here as I mentioned earlier about
paying for points or buying points. I really try to avoid doing this until there's a specific
redemption in mind. It sounds like he's kind of on the fence where he knows a idea of a redemption,
but not a specific redemption. And so I can see the allure. However, I just think that there are
circumstances that you might not be able to predict that you might need to take a flight.
And it's not available to partner inventory. And so you aren't able to book it on Air France.
And now you just have Miles and Air France that are harder to use. Or maybe there's something
else comes up and you wish that you had those chase points to transfer somewhere else.
If you look historically, Air France has had a 25% transfer bonus every year since 2018,
including twice in 2022. And in 2020, the bonus was 30%. So I think unless you're really coming up
on a trip soon and you've already done some searching and you know the availability is pretty good
for when you want to go. You're just not sure on exact dates. I would hold off and wait until
you are more certain about the trip, especially knowing that this is the kind of bonus that we see
pretty regularly. And on the note of booking with partners, Caroline wrote in a question.
She said she has 250,000 capital one points. Nice job. And she started thinking differently
about how to use her points. She was looking to transfer to Air France or Virgin, but she comes
into a problem. Every time she searches on the sites, she can't find the flight she's looking for
and wants to know if she's searching wrong. And this comes back to one of the challenges of
trying to get outsized value from your points. It's that you can't expect to be able to fly on
every flight on every day for really popular routes. You might need to book super last minute
or super far in advance. So the way it typically works is that airlines have two types of availability
for flights with points. There's their savor availability and then all the general availability.
And so if you're looking on a site like United or Delta or American, you can usually book any of
their flights with points, but only some of them will be a reasonable number of points.
I've looked at United and found flights to London for 60,000 in points in business class. And then
I've also seen it be close to 200,000 for a flight as similar as the same day. So that savor
availability when it's lower, like 60,000 is what they make available to partners. So if you're not
seeing that savor availability with an airline, you're definitely not going to see that availability
booking Delta through Air France or Lufthansa through United or anything like that. So the
challenge is it just takes a little bit more time, a little bit more searching. And it can
sometimes be easier to search on the airline. You want to fly on websites first and then searching
on the program you have points for once you've found the dates. The added bonus there is that
the airline websites for their own flights often have a calendar view where you can see more dates
at once. Or you can use a tool like point.me, which will let you search all of the options,
but you can only search one day at a time. Or there's a cool site called seat spy.
They only support a handful of routes, but they do support searching a year at a time.
So you can see the entire year of dates, but again, it's only for a limited number of routes on a
limited number of airlines. But there are some decent options, but it's enough that if your trip
is supported, it might be a good option. Mike actually wrote in a question that seems as if he's
taking the trip Caroline wants to take and wanted to know if he was booking a flight with Virgin
Miles on Air France and Air France changes that flight, whether it's to a different day or even
cancels it. What happens? It feels like Air France might claim that they're unable to do anything
because he booked it through Virgin and Virgin will say we're unable to do anything because it's on
Air France. And then he's stuck in the middle of two airlines that are saying call each other.
So I emailed Tiffany Funk who I've had on the show who runs point.me and asked her specifically
how this works. And she said that as the operating carrier, it's Air France's responsibility to
accommodate them. And there doesn't need to be award inventory for Air France to rebook them on
another flight. I have had this happen in the past and ended up being quite an amazing experience.
Air France actually canceled a flight from Paris to the Seychelles on our honeymoon. And so they
ended up rebooking us in Emirates business class, which while we had a stopover was a much nicer
flight. However, because Virgin is the ticketing carrier, it turns out that they usually need to
all do this together. So fortunately, airlines have liaison desks for these exact issues,
but it isn't uncommon to end up on a three way call because not all airline agents know that
liaison desks even exist. So I'll link to a couple blog posts, Tiffany shared with me. But I will
say if you're in the situation and you're willing to put in the time and energy, I don't think it's
one you need to worry about. It'll just take a little bit of time. All that said, if it is the
day of travel, once the ticket goes under airport control, whoever's operating the flight has free
rain to do everything and you won't have this problem. Next, Aaron wrote in hoping to go to Paris
this spring and said that she found tickets for her family of four from Seattle to Munich flying
through Paris, but oddly couldn't find the Seattle to Paris flight for the same price.
And it was double the points. So she wanted to know, could she just buy the Seattle to Munich flight
and get off in Paris and not take the next route? She said, which is a very important thing that
she'd only have carry ons. And she wanted to know my thoughts on trying to do this. In her case,
her return flight is already booked home on a separate ticket. So she's already covered most of
the bases. And there's actually a website called skip lagged that helps you do this kind of searching
for deals like this on paid tickets. But when it comes to award tickets, there are a few things
that are similar and a few things are different. First off, the flight that you skip always has to
be the last flight in the entire itinerary. So if you were to book a round trip, once you miss
one leg, the entire rest of the ticket will most likely get canceled. So I would make sure that
you're only trying to do this where you're skipping the last leg of your trip. Second, you need to
make sure you're not checking bags, because if your bags get checked, they'll likely get checked
through the final destination and they won't be where you are if you get off your flight. There's
obviously a risk that when you check in, they'll ask you to gate check your bag, because maybe the
overhead bins are full. That doesn't happen as much internationally. But I would just make sure
that if that happens, you ask them to not check your bags through to your final destination. You
could tell them that maybe there's something you'll need access to just in case there's a cancellation
or medication, they shouldn't have a problem doing that. But airlines don't like this. There have
been airlines that tried to sue people for doing this and have been unsuccessful in doing so.
So it's not something that's necessarily illegal. But I would say it's a little extra risky when
you're doing it with your frequent flyer miles, because there is something that the airline could
hold over you, which is the balance in your account. I know if I were doing this and I've done this
probably a couple times with paid flights, I don't usually attach my frequent flyer number to the
account. Or if I do, I'll attach a frequent flyer number for a partner airline where I don't have a
big balance of points. So I fly United enough that I have a lot of United miles. So if I were using
United, maybe I would credit those points to Avianka. Just in case there's a problem, United's not
going to be upset about it and do anything. I think the risk is low. But if I were doing this for
a ward ticket using my points, maybe I would either open up a new frequent flyer mile account,
transfer the points there, transfer them to a partner where I don't have a big balance. Or if I
don't have a huge balance of points in the airline, it doesn't matter. So those are some
considerations. But I think the biggest risk is that something goes wrong. And let's say the day
of they cancel your flight and they say, we're just going to rebook you from Seattle to Frankfurt
and then transfer you to Munich. And it's going to be really hard for you to explain why that doesn't
work for you without telling them you're trying to do something that they're explicitly trying to
prohibit you from doing. So I think as long as you are flexible with something like that
happening, then it can kind of be okay. And you're willing to take that risk on yourself.
That's not always a huge risk. If you end up landing in Frankfurt and having to buy a ticket to Paris,
it's going to cost you some money, but it's not going to be thousands of dollars. And it's a pretty
low risk that it happens. That's something to be aware of. That would be the biggest risk in my
mind of this happening. One other way to mitigate that would be to try and make sure you're doing
it with a carrier where the stopover is their hub. So for example, if I'm trying to go from
San Francisco to Paris and I buy a ticket to Munich on Air France, it's unlikely if something
happens that Air France is going to try to route me anywhere other than through Paris because that's
their hub. But if I were buying that ticket on United and they were flying United to Paris and
then connecting to Munich on Lufthansa, then it's a possibility that if that flight got canceled,
they would just book me on a Lufthansa flight directly to Munich through Frankfurt or something
like that. So I'd feel better about it if the hub of the airline you're on is the city you want
to get off at. But in general, I would say if you're okay with a little bit of risk, it can be worth
doing, but it's not a perfect solution. There are only a few brands I use almost every single day
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Did you know that someone new gets impacted by identity theft every two seconds? It makes sense
when there's so much of our personal information getting shared online without our consent. I found
a listing for my dad on a site called FamilyTreeNow that had his name, age, address, phone number,
email, past addresses, and the names of his relatives. And that was just one of the 69 listings that
had his info. Fortunately, instead of spending hours finding all the sites with his info and
submitting the request to take it down, I got it all done in minutes with DeleteMe from A-Bine,
and I am so excited to be partnering with them for this episode. DeleteMe is an amazing service
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On average, DeleteMe finds and removes over 2,000 pieces of data for a customer in their first two
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I just want to thank you quick for listening to and supporting the show.
Your support is what keeps this show going. To get all of the URLs, codes, deals, and discounts
from our partners, you can go to allthehacks.com slash deals. So please consider supporting those
who support us. Finally, Tony wrote in because he's going deep on Antarctica research and wanted
to follow up from the Antarctica episode. He hasn't booked anything yet, but there were two sites he
wanted to share for anyone interested, Antarctica Travels and freestyle adventure travel, who put
out emails on cruise deals for Antarctica during the travel season. And the lowest he saw this year
for a double occupancy twin balcony room on a traditional cruise was $3,400 per person, which is a
crazy deal because the normal prices are over $6,000. So if you're looking to go on an
affordable trip, sign up for those and see if you can find some last minute deals and you might be
able to get to Antarctica for a lot cheaper. Next, I just want to do a rapid fire of some sites I've
found recently and you guys have shared with me, it might be helpful for you. That might be interesting.
First, Justin tried to share this cool tool called AI hotel review that summarized all the trip
advisor reviews using AI to try to give you general sentiment. Between the time he shared it and now
that company has pivoted to a new company called where to AI, which is an AI trip planner,
you can also just use chat GPT to do itinerary planning. And I've been really impressed at how
good it is. So if you want to try to go in the weeds, you can do it yourself with chat GPT,
or you can go to where to AI and go through a kind of interesting AI trip by 10 or a planner tool.
And right now it's all free. Next, there is a site called bags away.com, which is just a directory
of retail locations and stores in a city where you can store your bags like you would at the front
desk of a hotel when you were checking out. So if you're on a day trip in a city and you want to
place to leave your bags, that could be interesting. Kyle shared a site high Chi.com, H-I-C-H-E-E.com,
which looks like they're doing a productized version of that reverse image search hack I've
talked about on Airbnb, where you can use Google images to try to find other sites that might be
listing the property you're trying to book. So you go there and you paste the URL for an Airbnb,
and they'll go scour the internet to try to find another website that might be cheaper.
So awesome there. Mike shared a link that I can't believe that I missed before our London trip,
which is delta airbnb.com, where you enter your sky miles number and you start earning a mile for
every dollar you spend on Airbnb on stays all around the world. So don't forget to do that. Thanks,
Mike. I can't believe I forgot. Jason wrote in to recommend checking out Max Rewards, which is an
app that lets you link all of your rewards cards and activate the deals and offers they have.
He loved it because he got an Amazon offer that saved in $25, which was cool. It's a pay what you
want app that costs as low as $5 to $9 a month or $60 to $108 a year. I've seen the app around
for a while, but I always have used card pointers and I hadn't really taken it for a spin, but
for the purpose of this question, I thought I would. I won't say I had the experience Jason had.
The first time I loaded the app, it didn't load and I had to kill it and reopen it.
Then when I went to link cards, it looks like it wants you to link your cards with a bank connection,
which means you have to share your data to Max Rewards. Normally, I'm not opposed to doing this.
However, when it doesn't seem necessary, I get a little hesitant. But what actually had me much
more hesitant was that I'm very familiar from my time at Wealthfront at all the ways that you need
to present how you're collecting data and what you're doing with it. Whether you're doing that
through products like Yodley or Plaid, you'll almost always see a pop-up when they ask you to link
your account that says, hey, this is what we're doing with the data. This is who's the party that's
doing this. In the Max Rewards app, it just switched straight to a box that was enter your
username and password. I know at Wealthfront, when you put in your username and password,
we don't store those credentials. We work with a third party like Yodley to be able to process that
company that's in the business of doing that exclusively. It made me very hesitant to use
their syncing feature because I just don't know what they're doing with the data and how they're
doing it. But just for fun, I tried to do it with one AMEX account that I was willing to change
the password with after. It turns out as soon as I clicked connect, it didn't work at all. They
forced me to manually add my card. I went in to try to manually add the card and there was a
spinning wheel. It never actually loaded. I quit the app, came back in. It wasn't there manually.
I tried to add it again. It was a spinning wheel. I couldn't do it. I'm not sure exactly how to get
the value that Jason has in the app. I was doing it all on iOS. Maybe their Android app is stronger.
They do have a ton of great reviews in the app store. There might be something there,
but I couldn't figure out how to get value of the app because it just wasn't working for me.
I don't love that you have to connect your bank connection. I'm going to keep using card
pointers. If anyone has a different experience or if someone on the Max Rewards team wants to
reach out, I'm happy to give it another look and share the issues I'm facing. For now,
I'm sticking with card pointers. I think it's a great experience. They have a Mac,
web, mobile, Android, watch, everything app and they're all super fast. I have partnered with them
to get you guys 30% off at allthehacks.com slash card pointers. But funny enough, while I was
recording this, I was reflecting on my earlier conversation about getting good deals for members.
I actually emailed a manual who is a listener and said, hey, would you be willing to do an even
better offer for members? Through the end of the month, a manual is going to offer all the
hacks members who want to sign up for card pointers pro 50% off. So that's awesome. It's a great
product. I've talked about it multiple times before, but they will go in and add all the offers
on all of your cards with Chase, with Amex, so that you're getting all the deals that you can.
Card pointers actually hit Amex and Chase at the same time for all your cards, which lets you add
the offers to multiple cards, which you can't actually do manually on your own. There is a free
version in the app. So you can play with it before you sign up. Check it out. Let me know what you
think. And if you're an all the hacks member, keep an eye out for that 50% discount. Two more,
Jason said to check out the app fetch, which gives you points for scanning all of your receipts.
Said it takes almost no extra time. And he just earns a nice little bonus there.
Last, I have mixed feelings on this next one. As a content creator, I don't love it. But as a
deal seeker, I see the appeal. It's a site called 12 foot ladder, one two FT.io, and they have an
iOS app. And they basically let you skip through the paywall for articles and content that you'd
normally have to pay for. Matthew noticed that it even works for some of the ones we're going to
into incognito mode doesn't work. So here's the caveat I'll put there. If you're just trying to
get to know a site and you wouldn't otherwise pay or subscribe and you just want to read an article,
great, go for it. But if you find a content source that you really like, I would encourage you to
consider supporting them. Being a content creator full time myself, I really appreciate that support.
Whether it's by checking out the sponsors we have on the show, joining my membership,
or using the links for cards on our site, I really appreciate all that support. I'd hate to make
recommendations that you should be finding ways to not support other creators. But this show is
called all the hacks. And I couldn't call it all the hacks if I said all the hacks except for a few.
So I wanted to make sure I put it out there. Last group of travel hacks before we wrap is when
you're on a trip and I'll just run through a few. Garrett wrote in after he talked about jet lag.
And he noticed that I didn't talk about fasting in addition to normal tricks. But he's found it's
been one of the best when he's come across growing up traveling from Sweden to Japan for three years
and now annually from the States. He gave me a link to a Harvard post that I'll put in the show
notes. But basically what he recalls was fast for 12 to 16 hours and then break the fast with
breakfast at your arrival destination works better for some flights than others. And it means for
going lounges, which he's a little bummed that he might be doing. But it really helped with jet lag
for him. He's not a doctor. I'm not a doctor. This is not medical advice, but definitely something
that you might want to look into if you're trying to really optimize around jet lag.
Next, Kush wrote in wanted to share how his learnings from a bad experience could be really helpful
for you. Back in 2019, someone stole his bag at a metro station. It had his passport, his money,
and all his important documents. He couldn't find it and wasn't sure what to do. But he went
to the embassy and it was so helpful. And he said, I know anyone that gets in this situation is
probably going to panic and be stressed. But for him, the US embassy was so helpful. They knew
everything about how to submit the right paperwork, expedite the process, get him a new passport,
and they even had an off duty officer that could help with guidance when they were closed during
the holidays or the weekends. If something was urgent. So definitely a tactic I hope no one has to use.
But if so, Kush, thanks for reminding everyone that your embassy when you're traveling abroad
can be a great resource if you end up in a situation like that. Similar to citizenship and passports,
Rob reached out with an episode idea, which I don't know if it'll make a whole episode or not,
but it's at least worth sharing here as I think about that. So Rob is Italian, but he's not an
Italian citizen, but he learned about getting citizenship through bloodlined. He found out that
his great grandmother never officially became a US citizen, which left the door open for him and
all of his bloodline to claim Italian citizenship. He's been working with an attorney for the past
few years to get all the death, marriage, and birth certificates going back four generations
and it's just about ready to bring the case to Italy. The nice thing is that the whole process
where the lawyers do all the work costs him only $10,000, which will get him EU citizenship in a
passport, but not only him, it will get his father, two sisters, one uncle, two cousins,
and three nephews citizenship to. If you compare that to the cost of getting citizenship through
golden visas and other processes where you might have to spend $400,000, live somewhere for weeks at
a time and it only works for one person or one family. He thought this was an amazing hack.
The process is called Jez Sanguinis. I'm probably pronouncing that wrong. There are 12 countries
that do this. And so since the US is a country of immigrants, there might be other people that
don't know about this. And there are a bunch of benefits. If you ever need to get out of the
United States, you have an option. Rob said it makes him feel a little bit like Jason Bourne.
He can work anywhere in the EU. His wife can actually take a test to become a citizen. He gets free
health care and he could even play for the Italian National Soccer Club. It also makes owning property
in Italy or other places much easier. And he can hide the fact that he's a US citizen if he's ever
traveling somewhere where he might want to do that. Unfortunately, I don't think I have any
Italian heritage, but if I did, this is actually something that I would probably look into. It's
super interesting. If anyone else digs into this and has an experience, I'd love to hear about it.
I'd love to share it with everyone else. Finally, I'll share a great hack for my good friend Mike
that is just the perfect hack to end on. It's for getting free bottled water at a hotel.
So every time Mike checks into a new hotel, he goes straight to the gym where almost always
there's a cold fridge with free water. He stocks up on water in the gym, takes it up to his room so
he doesn't have to pay the two, four, five, $10 for a bottle of water from the mini bar
and is stocked up for the week. Though it's funny because I get texts from Mike now. Every time he
checks into a hotel, he just sends me a text of the photo of the fridge in the gym. So every time I
check into a hotel now and I want some waters, I think of him. Hopefully you guys can use this hack
and think of me and Mike as well. That was a ton of stuff. And I didn't even get through all the
questions I wanted to. There were a ton about opening cards, how often, how many credit score
implications that I'm going to make a whole episode on. There are a few about cruises that I
actually want to do a whole episode on as well. There were a bunch on booking hotels with points
that I want to do an episode on. And then I want to come back and do a deep dive master classy kind
of episode on booking flights with points. So stay tuned for all of that. Lots of content to come the
rest of the year. If you made it this far, thank you so much to everyone who's listening,
sending questions, sharing their hacks and wins. I'm so excited I've found such an amazing community
of other optimizers and hackers to share this journey through. And I hope you all enjoyed this
episode. Before we go, I want to share a couple more wins that you all had because I didn't get
to all of them in the intro. Adam found $4,000 of unclaimed money from some old escrow issue in a
mortgage after a refinance. So congrats, Adam. Big reminder to everyone to keep searching for
unclaimed money. Then Medisa had an amazing experience thanks to trustworthy, one of the partners of
all the hacks where she was flying with her kids to Singapore through Manila, which she's done
all over the world. But she had an interesting experience where Philippine air actually required
her to show a copy of her son's birth certificate to prove she was his mother because of some of the
human trafficking that's been happening. She obviously didn't have a paper copy of it with her because
she's never had to travel with that nor do we travel with our kids birth certificates. But because
she'd loaded up all of her important docs and trustworthy, she was able to find a copy immediately
and email it to them, which they accepted. And she actually wrote this saying, we're currently
sitting at our gate and waiting to board our flight, which we wouldn't have been able to do
without this. She was so thankful for the recommendation. I think trustworthy is such a great product for
organizing all of your family's most important information. If you also want to check out trustworthy,
you can go to all the hacks.com slash trustworthy and get 20% off. Finally, the last win I want to
share is my own. I was taking a last minute trip down to Southern California. And I looked online
and it was $200 to fly from San Francisco to Burbank. Now, I quickly did a search on United,
saw that it was only 15,000 miles, which is about 1.3 cents per point. But I ended up saying I wonder
if there's a partner that makes this cheaper. So I went to point.me. I did a search and found the
flight for only 6,500 Avianca miles, which I could transfer from Cap1, Amex or City,
which ended up being a three cent per point redemption and made me feel a lot better about
the last minute trip. So big reminder, if you ever find a deal, make sure there's not a better deal
by using a different transfer partner. Point.me makes this really easy. And if you haven't checked
it out, you can get your first month for a dollar using the code all the hacks. Just make sure you
select a monthly standard plan and put the code in all the way at the checkout, not in the I have a
code field, which is a different promo. I also have been talking to a company called AwardLogic,
which is a competitor to point.me. I'm trying to play around to see if I can do a good review on the
two products. That was a lot of wins. I know, but it's just really exciting for me and hopefully for
you to hear all the amazing experiences people are having using all the tactics we share on this show.
It's so awesome hearing all of those. Finally, I just looked at Apple Podcast. I'm at 941 ratings.
I still have a goal to get to 1000, which means 59 of you could help me get there. So if you've
gotten any value from this episode or this podcast, I would really appreciate a quick rating and
review on Apple and see if I can get to 1000 soon. Thanks so much. See you next week.
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