In This Issue: 

💳 Amex’s New Add a Card Promo

✈️ Earn Up to 85% Bonus Aeroplan Points

🏋 Small Business Spotlight: Fitness Pros Canada

🔗 Prince’s Corner: Signature Event Toronto 2025

🛫 Chexy Deals: Business Class to London, Vienna, & Zurich

🌍 Prince of Travel Signature Event: Toronto 2025

Flights are getting pricier, hotels aren’t getting cheaper, and travel rewards have never been more powerful. On Saturday, November 8, 2025, join the Prince of Travel team at the W Hotel in Downtown Toronto for a full day of insider tips, advanced points strategies, and networking with fellow Miles & Points enthusiasts.

From deep-dive sessions on maximizing points and luxury redemptions to curated panels, giveaways, and a VIP dinner with founder Ricky Zhang, this is your chance to level up your travel game and turn your points into unforgettable experiences.

Use code “CHEXY” to get $20 off your ticket.

🇨🇦 NEW OFFER: Earn up to 5,000 Aeroplan® Points with Chexy!

You’re already paying rent, bills, tuition, and taxes, so why not get rewarded for it? With Chexy, you can now earn up to 5,000 bonus Aeroplan points by hitting these spend milestones:

• 1,000 points when you create a Chexy account, link your Aeroplan account, and complete your first payment

• 3,000 points after processing $3,000 in payments through Chexy

• 1,000 points for completing 12 consecutive monthly payments

Plus, earn a bonus 1,000 points for each person you refer to Chexy. 

Log in to your Chexy account to see your offer and connect your Aeroplan® account. 

This limited-time offer ends January 31, 2026. Learn more here.

Terms and conditions apply.

🚀 Love Chexy? Join Our Engineering Team!

We’re looking for a Senior Backend Engineer to help build the critical systems that power Chexy. If you thrive on high-stakes financial infrastructure, enjoy solving complex problems, and want your work to have a real impact on thousands of Canadians, this is your chance to shape the backbone of our platform.

💳 Amex’s Add-a-Card Bonus Promo

For a limited time, American Express is running an Add a Card promo for Canadian cardholders, and this applies to both personal and business cards. The idea’s simple: add supplementary cardholders, and when they meet the minimum spend, you get rewarded with bonus points.

This promo runs until October 30, 2025. Here’s the inside scoop 👇

🌟 How it Works

Add up to two supplementary cardholders on eligible personal cards (three supplementary users on business cards) and earn bonus points when they spend. 

• The exact number of points depends on the card, but most bonuses are worth between 10,000 and 60,000 points, if you truly maximize this offer. 

• Some supplementary cards are free to add, but others come with hefty annual fees, so it’s worth weighing the math before adding another user. 

Here’s what this bonus looks like for a few top cards:

• Amex Cobalt: earn up to 20,000 Membership Rewards points with no extra fee

• Platinum Card: earn up to 60,000 points, but adding two supplementary cards will cost you $500 in fees

• Business Platinum: earn up to 105,000 points, but again, fees apply

🤔 Is it Worth it?

If you’re adding free supplementary cards (i.e. the Cobalt, Gold, Bonvoy, Green), the answer is usually yes: you’re earning more points without paying anything extra. 

However, if you’re paying hundreds in annual fees just for this bonus, you need to compare the effective cost per point. For example, paying $500 to earn 60,000 MR points is like buying points at 0.83¢ each, which is pretty solid, but only if you’ll use them well. 

💡 Pro tip: Amex points are valued at around 2.2 cents each. Compare this to the cost of adding another card vs the points you’ll earn. 

How to Get the Most Out of Your Points

Amex MR points transfer to Aeroplan at 1:1, and Aeroplan’s partner airlines are where you squeeze the most juice out of your points:

• A one-way business class ticket to Europe can cost about 60 to 80k Aeroplan points. That’s within reach if you max out just one or two of these Add-a-Card bonuses.

• A one-way business class ticket to Asia often runs ~ 85k points. Again, achievable if you’re stacking points strategically.

🤑 How to Earn Even More Points

Stacking promos is great, but the fastest way to supercharge your points is by using Chexy to pay your biggest expenses. By putting things like rent, tuition, or bills on your Amex card, you’re earning points on payments that normally wouldn’t earn you anything. 

Here’s what that looks like in practice:

• $3,000/month on rent + bills with the Amex Aeroplan Reserve and Chexy

• That earns about 3,815 points per month

• Over a year, that’s 45,787 points just from paying your biggest expenses

Now add in a welcome bonus plus this Add-a-Card promo, and you’re looking at well over 100,000 points in a year: enough for a round-trip to Europe in a lie-flat business class seat. 🫡

You’ve got until October 30, 2025, to take advantage of this offer.

✈️ Aeroplan’s Back With Another Points Sale (Up to 85% Bonus)

Air Canada is back with another points-buying promo, offering up to an 85% bonus when you buy Aeroplan points. This deal runs until September 24, 2025. We saw this exact same deal a few weeks ago, and like then, the offer isn’t the same for everyone. For example, I only got 80% this time, so check your own account before getting too excited. 

At the very top tier, points work out to about 2.03¢ each, which is right around Aeroplan’s estimated value (~2.1¢). On paper, that makes this one of the “better” deals Aeroplan offers, but only if you redeem strategically.

• Partner flights are where this makes sense. A business-class ticket that would normally run $6,000+ in cash might cost you about 70,000 points. Buying those points in this sale would come to ~$1,400 CAD plus fees, which is a solid deal.

• Air Canada flights, on the other hand, are priced dynamically. When fares are low, points redemptions often aren’t worth it, and buying points to use here rarely beats just paying cash.

💡 Our take? Aeroplan seems to be running these sales more often (this is the second one in just two weeks) so there’s no real rush unless you have a trip in mind. Locking in points at 2.03¢ speculatively is risky, since you’re hoping you’ll get more value out of them later.

👉 This sale ends September 24, 2025, but if you miss it, odds are another will pop up soon.

🏋 Small Business Spotlight: Aaron D’Silva, Fitness Pros Canada

If you’re a busy parent trying to juggle family life, work, and your health, Aaron D’Silva knows exactly how you feel, and he’s made it his mission to help. Through his coaching business, Fitness Pros Canada, Aaron helps parents build healthier lifestyles with custom meal planning, resistance training programs, and accountability that keeps you consistent.

Aaron’s coaching blends science and lived experience. While completing his master’s in nutrition and competing in natural bodybuilding shows, he saw how preventable most chronic diseases are with consistent lifestyle changes. He put that knowledge into action with his own parents, helping them turn their health around. Now, he brings the same approach to his clients.

One of his proudest transformations? Ajay, a business owner who lost 25 pounds in six months, kept it off, and became a role model in his community. 

For anyone intimidated by fitness, Aaron’s advice is simple: don’t go at it alone. “Start with guidance,” he says. The right coach can help you avoid injuries, build better habits, and stay consistent long-term.

👉 Want to work with Aaron? You can reach him on Instagram @aaron.nutrition, by email at [email protected], or book a call directly at fitnessproscanada.ca.

Join Us at Signature Event Toronto 2025

Your chance to connect, learn, and unlock the next level of Miles & Points mastery.

We’re thrilled to host our Prince of Travel Signature Event Toronto 2025, happening on November 8, 2025, at the W Hotel Toronto.

Expect a full day of curated presentations, panel discussions, and exclusive networking — all designed to level up your travel strategy and connect you with fellow points enthusiasts from across Canada.

Here’s what's in store:

• Keynote talks from industry leaders and seasoned pros

• Panel discussions on advanced strategies

• Workshops covering award bookings, redemptions, and card setups

• Networking sessions with fellow travellers

• And yes, prize giveaways and exclusive offers

We’ll dive deep into programs like Aeroplan, Avion, Marriott Bonvoy, and more. You’ll hear directly from the Prince of Travel team, including Ricky, T.J., Amy, and more.

Past events sold out quickly — and this year’s lineup is our biggest yet. General Admission tickets are $349, with $20 off using promo code CHEXY (exclusive to subscribers). Platinum Members get preferred pricing at $299, plus bonus perks like swag, preferred seating, and double prize entries.

Whether you’re looking to level up your points game or simply connect with like-minded travellers, we’d love to see you there.

Check out these awesome deals you definitely don't want to miss if you're thinking about travelling in the next few months!

1. Toronto (YYZ) ➡️ Newark (EWR) ➡️ London (LHR)

   • Cost: 70,000 (Business Class)

     

   • Dates: November 27th, 2025

   • Book: Here

2. Vancouver (YVR) ➡️ Montreal (YYC) ➡️ Frankfurt (FRA) ➡️ Vienna (VEI)

   • Cost: 70,000 (Business Class)

     

   • Dates: February 08th, 2026

   • Book: Here

3. Montreal (YUL) ➡️ Zurich (ZRH)

   • Cost: 60,000 (Business Class)

     

   • Dates: December 28th, 2025

   • Book: Here