Stack, Stack, Stack To Earn The Most Points And Miles

This is the best time of the year to earn so many extra points and miles! The secret is to stack the offers when you are doing your holiday shopping online. A few things to keep in mind, you don't have to use the credit card that matches the shopping portal. For example, you can shop in the Southwest Shopping Portal, but pay with your Capital One credit card to get 2x points. Make sense?

 I'll give you several examples that I've actually done in the past week. 

Example #1 

Southwest Shopping Portal is offering 1,000 extra points if you spend $200 in the portal. That's easy, let's stock up on pet food. 

The Southwest shopping portal is also offering 2 points per $1 spent on purchases at Chewy. Awesome. Then we pay for our purchase with Paypal and our Chase FREEDOM FLEX credit card which nets us 5x points since this card has the 5x bonus rotating categories. 

So this one pet food purchase should earn:

• 1,000 bonus Southwest points 
• 400 Southwest points 
• 1,000 Chase Ultimate Rewards 

Example #2

I was referred to Rakuten.com and bought flowers for a friend through 1-800flowers. I spent $65 on flowers, but got a FREE $50 for following the referral link plus 10% bonus cash back. Then I linked my Bilt account with my Rakuten account. Rakuten transferred more than 5,000 points into my Bilt account. You don't need a Bilt credit card, just create an account. Be sure your email is the same on both accounts. Woohoo! When I'm ready I can transfer the Bilt points to dozens of airlines or hotels like Air France, KLM, Southwest, Hyatt and more. On the first of the month, Bilt offers transfer bonuses too so I may be able to squeeze more value out of those points. 

So this flower purchase earned:

• $50 referral cash 
• 10% cash back 
• 5,500 Bilt points that I can transfer the points to dozens of airlines or hotels

Example #3

I wanted to buy a new Iphone, Capital One Shopping was offering 10% back on Apple purchases and I could pay for the phone with Paypal and my Chase FREEDOM FLEX credit card for 5x Chase Ultimate Rewards points. 

So this phone purchase earned:

• $69.90 Capital One shopping rewards which I can use to buy gift cards for stores like Home Depot, Ulta and REI.  Use this referral link and you get a FREE $40. 
• 3,000 Chase Ultimate Rewards points 

To find these deals, start with cashbackmonitor.com and my new fave Rakuten.com. The $50 referral offer is still active so use my link. 

Want more personal help using points and miles for almost FREE travel? Book a 1:1 consulting call, download my ebook, custom tracker or Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process.

Right now, you can use the promo code "FREETRAVEL" to get $50 off the coaching program. I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

Holiday Shopping Portals Offer Big Bonuses

It's almost that time of the year again! The holidays. Whether you give big gifts or small gifts or you plan to gift to charity, you can earn extra points for your online purchases. 

Holiday Shopping Portals Offer Big Bonuses 

How you ask? By taking that one extra step and making your purchase through a shopping portal. Most of the airlines, some credit cards and even a few hotel chains have shopping portals. 

Already we are seeing some bonus offers! 

• Alaska - Earn 300 bonus points when you spend $100, 750 when you spend $350 or 1,500 when you spend $650. 
• American - Earn 500 bonus miles for spending $200, 1,500 for $700 or 4,000 for $1,600 in total purchases. This is big because it doesn't have to be one purchase, it can be multiple purchases from different stores. 
• Delta - Earn 400 bonus miles for spending $200, 1,000 bonus miles for $500 or 4,000 for spending $1,500. 
• Southwest - Earn 400 bonus points when you spend $100, 1,600 when you spend $400 or 4,000 for spending $900.
• United - Earn 500 bonus miles when you spend $125, 2,000 bonus miles when you spend $500 or 5,000 for $1,100. 

These are just some examples, but your first step before making any online purchase is to check cashbackmonitor.com for the specific store. From there, you can see if there is an elevated offer for that store and then you can see if there is a bonus offer being offered by the platform. 

Holiday Shopping Portals Offer Big Bonuses 

The other thing to take into consideration is your travel strategy. Are you trying to collect points or miles on a certain airline or hotel? If so, then target that shopping portal. Flying Blue often has huge bonuses! 

Another interesting fun fact is that you don't have to use the credit card associated with that shopping portal. For example if you use the Chase Shopping Portal to earn 3x points at Chewy.com, you could use your Capital One Venture X credit card to pay for the purchase to earn 2x points. 

We call this strategy "stacking". I've seen some people double and even triple stack! 

Let me know the creative stacking you come up with. 

Want more personal help using points and miles for almost FREE travel? Book a 1:1 consulting call, download my ebook, custom tracker or Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process.

Right now, you can use the promo code "FREETRAVEL" to get $50 off the coaching program. I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

Bilt and Rakuten Team Up: More Points For You!

 

Woohoo! Great news from Bilt and Rakuten. Two big announcements: 

1. Bilt is going to make it so you can earn points and miles when you make your mortgage payment. Now that's a game changer. You can read all about how you can currently use Bilt to earn points on your rent payments. But starting in February 2026, Bilt will be offering three new credit cards. These new cards will make it so you can also earn points and miles on your mortgage payment. Since most people earn zero points on this payment now, this is huge. For most of us, it's our biggest purchase of the month. We don't know the details of the new cards yet, but we should hear in January. For existing Bilt credit card holders, Bilt says the change will be seamless. Watch for details in January. 

2. The second big announcement, Bilt is teaming up with the shopping portal, Rakuten. Instead of earning cash back with Rakuten, now you will be able to earn Bilt points specifically 1,000 points for every $10 cash back. Pretty sweet!

You will need to link your two accounts and specify Bilt as your payment preference. Cash back points will deposit quarterly into your Bilt account. The emails on both accounts must match to use this option. 

Two great announcements. If you do not have a Rakuten account yet, you can sign up here. If you use my link, when you spend $50, you will get a $50 bonus or link your Bilt account and that's 5,000 points.

 Yep, that's free money! 

Want more personal help using points and miles for almost FREE travel? Book a 1:1 consulting call, download my ebook, custom tracker or Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process.

Right now, you can use the promo code "FREETRAVEL" to get $50 off the coaching program. I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

 

Points Ecosystems: A 4-Person Portugal Field Test ✈️

Portugal is absolutely one of those bucket-list destinations! Sun-drenched cities, incredible food, and history around every corner. Even better? With some clever planning, it’s also an incredibly affordable one. Before we dive into what to eat and see in Lisbon and Porto, let's look at the most exciting part: free flights!

I often hear from clients who get stuck at the points-redemption stage. They have the points, they want to book, but they freeze up worrying they aren't getting the best deal or doing it "right."

I’m about to show you that there isn't one "right way." There are many different ways to get to the exact same destination using different combinations of points and miles, and all of them are wins! Hopefully, this case study takes some of the pressure off your next big booking.

The Ultimate Points Challenge

Recently, my family of four headed to Portugal for a much-needed getaway. But this wasn't a simple round-trip for four. Because of different schedules and starting points, we were traveling from four different cities on four different days to converge on Lisbon.

This logistical challenge turned into a perfect, real-life points-and-miles case study, demonstrating how powerful diverse redemptions can be. Here’s a look at the strategy for each traveler:

Traveler 1: The Multi-City Mixer

• LAX → MAD | Nonstop via Iberia Airlines | 18,000 Iberia Avios + $60 | |
• Seville (SVQ) → LIS | Positioning flight (booked via portal) | 8,000 Chase Ultimate Rewards (UR) 
• ATH → CDG → LAX | Return via Air France/KLM (Flying Blue) | 20,000 Chase UR (transferred to Flying Blue) + $80 
• Total Cost | | 46,000 points + $140 | The takeaway here is using Avios for low-tax redemptions and then transferring Chase points to a partner (Flying Blue) for the long-haul return.

Traveler 2: The Direct & Diversify

• LAX → LIS | Direct via TAP Portugal (booked via portal) | 22,000 Chase UR 
• OPO → AMS → SAN | Return via KLM (Flying Blue) | 20,000 Chase UR (transferred to Flying Blue) + $80 
• Total Cost | | 42,000 points + $80 | A great reminder that sometimes the easiest redemption is through a portal (Chase) for the outbound, while a partner transfer (Flying Blue) is best for the inbound.

Traveler 3: The Flying Blue Promo Fare Hunter

• SFO → CDG → LIS | Air France Promo Fare | 18,750 Chase UR (transferred to Flying Blue) + $120 
• LIS → AMS → SFO | KLM Promo Fare | 18,750 Chase UR (transferred to Flying Blue) + $177 | | 
• Total Cost | | 37,500 points + $297 | This person shows the magic of Promo Fares. They saved the most points overall by being flexible with connections and leveraging a great monthly transfer bonus.

Traveler 4: The Avios Madrid Hub Master

• ORD → MAD | Iberia Avios Redemption | 20,750 Iberia Avios + $67 
• LIS → MAD | Cheap cash positioning flight | $50 
• MAD → ORD | Iberia Avios Redemption | 16,000 Iberia Avios + $36 
• Total Cost | | 36,750 points + $153 | The Avios sweet spot is real! By routing through Madrid, they used significantly fewer points for a transatlantic trip and spent only a little extra cash on the positioning flight.

The Grand Total & The Earning Strategy

To move four people from four different starting points across the Atlantic, we used:

Total Points and Miles Redeemed

• Chase Ultimate Rewards: Approximately 107,500 points

• Iberia Avios: 45,750 Avios

• Total Cash Paid (Taxes/Fees/Cash Leg): ~$670

That’s four transatlantic flights and two positioning flights for minimal cash! 🤯

How We Earned the Points

Now for the second most-asked question: How do you have so many points?

• Chase Points: My large stash came primarily from my Player 2 (P2) downgrading his Chase Sapphire Preferred credit card earlier this year and immediately reapplying to snag a huge 100,000-point welcome bonus. This is a classic, powerful strategy.

• Iberia Avios: I earned 100,000 Iberia Avios a few years ago when Chase offered a whopping bonus on their co-branded Iberia Visa. I canceled the card after a year, but I kept the points alive by making a small, occasional purchase through the Iberia Shopping Portal—a simple trick to prevent expiration!

That's how it's done! Once you knock the big ticket item—the flights—out of the park for practically free, then you can relax and move on to redeeming for hotels, activities, and rental cars. If you aren't using points yet, focus on earning them for your next big trip. It’s absolutely worth the effort!

Want more personal help using points and miles for almost FREE travel? Book a 1:1 consulting call, download my ebook, custom tracker or Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process.

Right now, you can use the promo code "FREETRAVEL" to get $50 off the coaching program. I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

Paypal Returns As The 4th Quarter 5x Bonus

Chase Freedom Q4 Bonus Categories Are Here! 🎉

The Chase Freedom 4th quarter bonus categories just dropped, and we're excited because PayPal is making its return!

Chase offers rotating quarterly bonus categories for both the Freedom and Freedom Flex credit cards. These no-annual-fee gems are perfect wallet staples that really deliver value. The bonus categories make them even more rewarding – we've seen everything from gas stations and EV charging to entertainment venues and pet stores in previous quarters.

Here's what Q4 2025 brings us:

• Chase Travel - This category typically earns 5% cash back, so expect an additional 5x points boost 🛫
• Department Stores - Think Macy's, Nordstrom, Kohl's (but not Target or Walmart)
• Old Navy - Great timing for holiday shopping! 👕
• PayPal - December only, so mark your calendars! 💳

You can earn up to $1,500 cash back across all categories during the quarter, but remember to register for the bonus through your account – it's not automatic.

Don't have a Freedom Flex yet? You can snag one with a sweet $200 bonus after spending $500. This free card is seriously worth keeping around – it earns 3x points on dining and drugstores, 5x on Chase Travel Portal purchases, and 1x on everything else.

Pro tip: Earn points on this card, then transfer them to your Sapphire Preferred or Reserve for maximum flexibility and value! ✨

Ready to register for Q4 bonuses or apply for the card? Your wallet will thank you!

Want more personal help using points and miles for almost FREE travel? Book a 1:1 consulting call, download my ebook, custom tracker or Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process.

Right now, you can use the promo code "FREETRAVEL" to get $50 off the coaching program. I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

My FREE Gift To You: 1,000 Airline Miles

My Go-To Strategy for Affordable European Adventures ✈️

When it comes to crossing the Atlantic without breaking the bank, I keep coming back to Flying Blue, the loyalty program that powers both Air France and KLM. Here's why this program has become my secret weapon for European travel.

The Sweet Spot for Award Flights

Flying Blue offers some genuinely solid redemption rates:

• Economy seats: 25,000 points one way (or just 18,750 during their regular promotions)
• Business class with lie-flat seats: 50,000 points each way 🛏️

What really sets them apart? Both airlines include free stopovers in their hub cities (Paris for Air France, Amsterdam for KLM). This means you can essentially visit two destinations for the price of one award ticket.

A Recent Win That Made My Day

Earlier this year, I snagged a flight from Athens to Los Angeles for only 20,000 points plus $50 in taxes. The cherry on top? When I missed my connection in Paris due to delays, Air France stepped up big time – covering my hotel, meals, and even sending me an $800 compensation check. Sometimes travel hiccups work out better than expected! 🎉

Easy Ways to Earn Flying Blue Miles

The beauty of Flying Blue lies in its flexibility. You can transfer points from all the major credit card programs:

• Chase Ultimate Rewards
• Citi ThankYou Points
• Capital One Miles
• Bilt Rewards
• American Express Membership Rewards

The New Player Worth Watching

Here's where things get interesting – Rove Miles just entered the scene as a shopping portal meets flexible points program. They've partnered with over 12,000 online merchants, letting you earn miles on everyday purchases that you can then transfer to Flying Blue and other airlines.

Their airline partners include Flying Blue, Finnair, Aeromexico, and Turkish Airlines, giving you plenty of redemption options.

Limited-Time Opportunity 🎯

I've got something special for you – 1,000 free Rove miles just for signing up (no purchase required). The signup process takes under a minute, and you can transfer those miles to Flying Blue if that's your preference once you have earned 2,000 Rove miles.

Important: This offer expires September 17th, so don't let it slip by if you're interested in building your points balance.

Want more personal help using points and miles for almost FREE travel? Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process. Right now, you can use the promo code "FREETRAVEL" to get $50 off the program. Not ready to dive into the coaching program, download the ebook or custom tracker or book a 1:1 consulting call with me.  I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities.  

The Best Way To Visit Iguazu Falls, Brazil

It's one of the wonders of the world, the beautiful Iguazu Falls! The falls are located on the border of Argentina and Brazil. And the country of Paraguay is just up the road. 

Iguazu Falls is actually made up of more than 250 small falls. And because of that fact presents completely differently than the other great falls in the world, Victoria Falls in Zambia and Niagara Falls in New York. The falls are also home to many animals and plants that make this one of the most diverse eco systems in the world. Both sides are National Parks and UNESCO declared the falls a World Heritage Site in 1984. Most than one million people visit the falls each year.  

This should definitely be on your bucket list! So what's the best way to visit the falls? 

• Where to fly? You will most likely fly into Foz Do Iguazu, Brazil (Airport code IGU) or Puerto Iguazu, Argentina. (Airport code IGR). Both cities are about a two hour flight from either Rio or Buenos Aires. Whichever side is easier for you to arrive, you must see the falls from both sides and crossing the border is easy. 

• Where to stay at the falls? There are many hotel options on both sides of the falls. There is only one hotel inside the park on the Brazilian side and its quite costly. But you can choose to stay in a hotel walking distance from the entrance like the Sanma Hotel. It cost just $125 per night and included breakfast. It featured a nice pool and was located right next door to the Bird Park. It is about 25 minutes out of town so something to keep in mind for dinner. The hotel offers a dinner buffet for $20 per person and a snack bar which has $6 burgers and french fries. The hotel offers helicopter rides, hot air balloon rides and a spa. You can use Capital One points to "erase" any hotel or book through the Capital One Travel Portal. 
• 
  

• How to visit the Brazilian side of the falls? No need to buy tickets prior to arriving at the falls. There are kiosks at the entrance gate and plenty of staff to direct you to the kiosk and then to the line for the bus. There is also a snack bar available if you want to grab an inexpensive snack. Entry tickets cost approximately $18 pp. The bus ride takes approximately 20 minutes and I recommend you get off the bus at the pink hotel. It's the second to last stop. Take the platform heading down the hill on your right and you get an incredible view of the falls. Keep going and the platform will take you along the river and all the way down to the platforms in the water and a viewing station next to the falls. No worries, there is an elevator you can ride to come back up or you can continue walking to the last bus stop to catch the ride back to the entrance. There is no need to hire a guide for this park. At a leisurely pace, you will probably spend 3 hours here.

• How to visit the Argentinian side of the falls? This park is much larger so you will probably need more time here. If you are staying on the Brazilian side, you will also need to include about 45 minutes to cross the border. Bring your passport! If you are staying on the Argentinian side of the falls, you will also need a visa to visit the Brazilian side of the falls. A visa costs $80 and is good for 10 years. You can buy it online here. The website is a bit glitchy so you may have to try several times. If you are coming from Brazil, you may want to hire a guide for the day, the going rate is approximately $150 for the guide. Entry tickets and the boat ride are additional. If you break down the cost though, you will need to get to the border, cross the border, and then get to the park. Plus once you are inside the park, it's nice to have someone guide you to the best viewing spots. Entry tickets cost approximately $38 pp and the boat under the falls costs approximately $63 pp. You can buy both of them online prior to your visit. I do recommend doing the boat ride into the falls. The boat gets so close to the falls that you get soaking wet, but it's an amazing view watching the water fall towards you and feeling the power. The boat staff gives each person a dry bag  for their shoes and personal items and I recommend bringing a rain poncho, towel, change of clothes and waterproof phone holder. 

Other highlights in the area include kayaking on the Parana River with Aguaray Eco Esportes, the Bird Park and a shopping trip in Paraguay. I recommend spending three days in the area so you don't feel rushed. 

Want more personal help using points and miles for almost FREE travel? Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process. Right now, you can use the promo code "FREETRAVEL" to get $50 off the program. Not ready to dive into the coaching program, download the ebook or custom tracker or book a 1:1 consulting call with me.  I would love to help you make priceless family memories affordable. 

*For every new client, we will donate 10% of the proceeds to one of our favorite charities. 

Holiday Shopping? The Magic of "Stacking" Rewards

 

Are you leaving free travel points on the table every time you shop online? Let me introduce you to a game-changing strategy that'll have you earning rewards like a pro!

What is a Shopping Marketplace?

Think of an online shopping marketplace like a digital mall that rewards you for shopping through their platform. Instead of going directly to a retailer's website, you can earn bonus points by taking a quick detour through these clever portals.

The Magic of "Stacking" Rewards

Here's where it gets exciting: you can potentially earn multiple layers of rewards on a single purchase. Imagine turning your everyday shopping into a ticket for your next vacation!

How It Works:

1. Check Cashback Options: Before buying anything, visit cashbackmonitor.com
2. Compare Marketplace Rewards: See which portal offers the most points. Most airlines, hotels and banks have portals, but the number of points you can earn varies. 
3. Click Through the Marketplace: Log in and access the retailer's site
4. Use Your Rewards Credit Card: Double or even triple your point earnings!

Real-World Example: Walmart Shopping

Let's break down a typical scenario:

• You want to make a purchase on Walmart.com 
• Check cashbackmonitor.com
• Chase Freedom Marketplace offers 4x points
• Your credit card adds 1-2x points
• Total: Up to 5x points on a single purchase!

Pro Tip: Your Free Vacation Starts Here

By strategically routing your online purchases, you're not just shopping—you're building a travel fund. Every click could be bringing you closer to your dream destination.

So before you hit that "buy" button, take a moment to maximize those rewards. Your future self (lounging on a beach) will thank you! 🌴✈️💳

If you need more help, feel free to schedule a 1:1 coaching session with me or enroll in my travel coaching program. Both are super affordable and will help you be successful in traveling for almost FREE. 

5 Must See Places To Visit in Medellin, Colombia

  

This city used to be one of the most dangerous cities in the world, now it is a cultural mecca for tourists and digital nomads. Medellin, Colombia should be on everyone's bucket list for travel. Recently, I visited this vibrant city and I have to share my top 5 must see sights. 

First, a few tips and tricks to get to Colombia using points and miles. There are several airlines that fly to Medellin including Copa, United, American and even Spirit. As always, be sure to check prices on several websites including airlines and travel portals. 

I found flights through the Chase Travel Portal on Copa Airlines for 54,000 points for two round trip flights. I used my Chase Sapphire Reserve account to book these so I got 1.5:1 value for my points. Right now, you can get a 60,000 point bonus on the Chase Sapphire Reserve and Preferred, two of my favorite cards and hands down, my favorite flexible points. These cards can make a huge difference in your strategy when you combine your Chase Ultimate Reward points from your other cards too. 

No problem ordering vegetarian meals in advance, but choosing seats on Copa Airlines was tricky. If you don't want to buy seats, you are assigned at check in. They assign seats based on when you check in and start assigning from the back of the plane to the front. 

So on the way to Medellin, I checked in 24 hours in advance and ended up in the back row. However, on the way home, I delayed check in about 5 hours and ended up in row 9. Woohoo! 

Copa Airlines was very pleasant. Seats were adequate. Service was fine. I had heard they were strict with luggage, but no one checked either way and we were able to carry on a bag and a personal item. They did require us to check in at the desk before going through security even though we had checked in online to confirm our passports. 

Arriving in Medellín? Navigate the transportation scene like a pro. Either pre-arrange a driver or master the art of Uber meetups. While Uber operates in a grey area, it's widely used and budget-friendly. For the ultimate local experience, dare to try an Uber Moto!

U.S. travelers will find Colombia refreshingly affordable. Savor local cuisine for pocket change, rest your head in comfortable accommodations for around $50 a night, and zip around the city in Ubers for less than the price of a latte back home.

Now, let's explore Medellín's must-see attractions:

1. Immerse yourself in the vibrant street art of Comuna 13 - Tour this neighborhood with a local who talks about the history, the graffiti, the art and famous escalators. Besides seeing the sights, taste local food like mango ice cream and empanadas. This tour is a winner and it only costs $20 per person.    
   
   
   
2. Escape to nature in Parque Arví - The journey is part of the fun to reach this ecological nature reserve. Take the metro to the end of the line Santo Domingo and then two funiculars to the top of the mountain. It should cost you approximately 3,000 pesos to reach Santo Domingo and 12,500 pesos to ride up on the funicular. You will feel like you are spending the day in the mountains here. Besides hiking or walking the trails, you can shop at local vendors. Guided tours cost 50,000 pesos, but you can also just walk the trails on your own. 
   
   
   
3. Delve into history with a Pablo Escobar tour - This tour was a highlight of our trip. Guide Juan met Pablo Escobar and tells a lot of personal stories about the crime boss. He also walks you through this important part of city history from the memorial to Escobar's grave. 
   
   
   
4. Marvel at the views from Guatapé and El Peñol - Guatape is a made for Insta town with a street with umbrellas hanging throughout the streets. Be sure to notice the beautiful 3D paintings on the sides of the buildings. Then challenge yourself to climb 704 steps up to the top of El Penol. This is a great day trip from Medellin. 
   
   
   
5. Discover the heart of the city in Downtown Medellín with a FREE walking tour - I love FREE walking tours! The guides are local and not only talk about the sights and history, but share personal stories about what life is like in their country and city. Take a half day to walk through the crowded streets of downtown, look at the giant bronze statues in Plaza Botero, art in Centro Cultura and the beautiful National Palace Shopping Center. 

Don't forget to wander through El Poblado, indulging in mouthwatering empanadas and arepas along the way.

If you would like help planning your Colombian vacation using points and miles, join my Travel Coaching Program, book a consulting session with me or chat with the AI Travel Bot on my website. 

The Ultimate Guide to Maximizing Miles Through Shopping Portals!

 

The Black Friday and Cyber Monday sales are already popping up! So if you have your eye on something, now might be the best time to press that purchase button to get the best deal. 

But be sure that you are getting the most points and miles for each purchase. 

Not only can you get the points for the purchase, but you can also get bonus points. 

We have put together the ultimate guide to maximizing miles through shopping portals to help you get that next trip for free. 

You can think of a shopping portal like a marketplace. All of the retailers are listed on one website and when you access the retailer through the marketplace, you are rewarded with extra points or miles. These are IN ADDITION to the points you get for the purchase. We call this "stacking"

1. Before you buy anything, check cashbackmonitor.com. This website lists every retail store and which portals it is listed on so you can choose the best option for you. You click through to the portal from cashbackmonitor.com

Depending on your strategy, you may pick one portal over another. 

• if you need to top off an account
• you have points that are expiring and you need some activity
• you are trying to earn enough points for a specific trip 

There are a lot of reasons to pick one portal over another. 

My go-to portal is the Chase Ultimate Rewards since I can transfer those points to dozens of different airlines, hotels, use them in the travel center or pay myself back. Points earned in the Southwest shopping portal count towards the Companion Pass. 

Sometimes the portals will offer bonus points too so if I saw a great bonus offer in another portal, I would head there. 

You can click on the portal out of cashback monitor and log in from there. Some of the portals require a separate login from your regular airline mile account. 

Then make your purchase just like you would normally. The portal will track your purchase and a few days later you will get an email letting you know that your purchase is being tracked. 

Now one more thing before you push the button to make that purchase and after you click through to a shopping portal, be sure you use the right credit card. If you have a Chase FREEDOM FLEX card, then check your bonus categories. If the store you are making a purchase from is listed, then use that credit card to get the bonus on top of the portal bonus. For example, Q4 2023 bonus categories include Paypal. Can you use Paypal to pay for this purchase? Many retailers offer the option, then do it and collect 5x bonus points on top of the portal points. 

If not, is the retailer an office supply store? If so, use your Chase Ink credit card to earn 5x points and so on. Amazing and happy shopping! 

How I Booked Overwater Bungalows and Flights In Tahiti for $140

When I asked my children where they wanted to celebrate their graduations,
they decided on Tahiti. I was a bit surprised since my first thought was that’s where you honeymoon. But I was game. And they added, we would love to stay in those over the water bungalows. Makes sense!

So how do you get a family of 5 an almost FREE trip to Tahiti? It takes a lot of planning and time. I wanted to walk you through my process so you can see the strategy in action. 

And I need to mention that if you are looking for help planning your next trip, I just launched the second cohort of my Travel Coaching Program. There are still a few spots open. And right now, I am donating 15% of all the proceeds to the Israel Emergency Fund.

But I'll share my process here so if you want to do it on your own, you can. Because my goal is that everyone can travel for almost FREE and enjoy those priceless experiences.

I start with research:

• Who flies to Tahiti
• Which islands should we visit
• What is there to do there
• Do we need a car
• Where will we stay

And of course, the most important question of all: which over the water bungalows do we want to stay in. 

After doing the research, I decided for this trip: 

• We should fly American Airlines - 70,000-80,000 miles per round trip
• We will visit Tahiti and Moorea - we can take a short ferry between these islands. 
• We will need a car on both islands
• Besides the OWB, seems to be most cost effective for our family of 5 to stay in Airbnb

Now this is the way, we travel, but you might make different choices for your family. Now the fun part, earning all the points. For this trip, we will need approximately: 

• 400,000 American Airlines miles for 5 r/t tickets
• 299,000 Chase Ultimate Reward points for 2 nights in an OWB bungalow and a garden room (we need two rooms for 5 people)
• Capital One points to erase the Airbnb, rental cars and tours

It sounds like a lot, but let’s break it down:

• Barclays American Aviator bonus offer 70,000 miles for $99 annual fee and one purchase - my partner and I each opened one of these
• Chase Ink Business Preferred bonus offer 100,000 Ultimate Rewards for a $95 annual fee and $8,000 minimum spend - my partner and I each opened one of these
• Several friends opened the Chase Ink Business Preferred using my referral link - bonus 40,000 Chase Ultimate Reward points for each one
• American Airlines Online Shopping portal
• Chase Ultimate Rewards Shopping portal
• Capital One points using my partners Capital One Venture X card and my new Capital One Venture X bonus. 

So what did all of this get us:

• 240,000 American Airlines miles netted 3 round trip flights
• 128,000 Chase Ultimate Reward points netted 2 round trip flights
• 299,000 Chase Ultimate Reward points netted 2 nights in the OWB and 2 nights in the garden room
• 74,000 Capital One points netted 3.5 days in the Airbnb

So right now, I estimate the amount I saved using points and miles at approximately $11,000. Pretty good. I have spent $400 on annual fees and $340 on taxes, fees.

Between now and the actual trip, I will continue to earn Capital One points so I can erase the Airbnb, tours and rental cars.

And when I’m relaxing on the beach in Tahiti, I’ll enjoy it just a bit more because I didn’t spend an arm and a leg to have this dream vacation.

If this sounds amazing, but you are confused about where to start and how to get your next trip for almost FREE then join the second cohort in my Travel Coaching program. Sign up by November 1st.