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Chexy x RewardsMD

Jun 19

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In late March 2025, Chexy made a big splash by expanding its offerings allowing for new opportunities for sustainable earning - supporting credit card payment of personal taxes and multiple new types of payment methods for bills. Seeing a big opportunity for professionals, I'm working with them to enhance their physician/dentist specific offerings and to add a chunk of additional points over top of their public offers.


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As always you can find more Referral information and Disclaimers at the end of the article.


Jump Ahead

What can I Use it For

Is It Worth It? Overcoming Current Limitations


New Accounts

New business accounts made through our exclusive referral link  before Dec 31st 2025 will be eligible for the current best small business offer. This offer can earn you as much as 100k Aeroplan points on top of whatever your credit card and other promotions earn you. What have I done to advocate further for businesses? I've encouraged Chexy to apply a smoothing/averaging approach to the spend thresholds to avoid unfairly penalizing those who pay quarterly installments vs those who do monthly. I also laid the initial groundwork for them to accept professional licensing info for non incorporated professionals who work as sole proprietors and helped them launch corporate tax payments.


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Not a professional/sole proprietor/business owner? Sign up for the current public referral offer here.

What Else Do You Get

In addition to the potential for thousands of bonus points, you get signed up for their small business beta program. This means you'll be among the first to get access to new features as they roll out. As of August 2025 this includes corporate taxes, September 2025 they started allowing business users to open additional accounts for accounting purposes (note you will not get multiple bonuses), and December 2025 brought beta access to multicard support. It's also meant larger transaction limits and prioritized support.


The larger of a sign up movement we make the greater chance they'll align their priorities with ours. I made the case to them that we are a big community - please help me prove this to be the case.


Existing Accounts

Recently opened an account with the big push for Chexy Tax or the start of the Chexy x Aeroplan promotion? You can now update your account to be a business one without having to contact Chexy

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What Can I Use It For?

Chexy lets you pay many different payees via Pre-Authorized Debit (PAD), Bill Pay, or e-transfer. While the interface is clearly setup for Chexy's core consumer with payment categories like "rent" mentioning home, condo etc. I've helped Chexy come up with a new FAQ about eligible professional categories. For example office rent can go under rent, an office reno can go under home expenses, CMPA can go under insurance etc. This is in addition to common personal side expenses like property tax, utilities, cleaning etc. As of August 2025 they rolled out access to paying corporate taxes too!

Tips on setting up CMPA

Tips on using Chexy for a PHSP

Chexy for Corporate Taxes

What Can I NOT Use It For?

You are not be able to pay loans, mortgages, or fund bank accounts via credit card, this is against the terms of the payment networks at this time. So while you can do a car lease, you cant do a car payment; office rent is ok, but not an office mortgage etc.



Is It Worth It?

Chexy charges a 1.75% processing fee for Canadian Visa and Amex products - given the fee it's logical to want or expect to out earn it. There are fortunately multiple cards that can reliably earn 2.5-4% back, a comfortable arbitrage which can scale with your spending to add some passive reward generation.


Chexy can also make it much easier to hit some of the massive sign up bonuses that would otherwise be challenging with your typical spend.


Even better, if you're paying a business expense, the use of corporate money and/or a deduction can significantly discount the fee compared to the earning.


Finally, depending on the Chexy promo you signed up for, the additional points push the needle even further. Any of the above, but especially in combination can lead to a large arbitrage opportunity.


You can always find the latest public offers on the RewardsMD card comparison tool.

Those with big spend should reach out to me to discuss even better offers, For the uncertain, using a card that earns 4% back on the first $25k in recurring payments (chexy payments trigger this) like the Scotia Momentum VI is a great choice, but for those who learn how to maximize their rewards (maybe by attending one of my free talks), variable value points that can book business class tickets are often more appealing.

Overcoming Current Limitations

Currently Chexy only supports a recurring frequency of monthly, you can work around this with manual payments or multiple monthly payments, but this is an area I hope to see change soon. Recurring payments are also currently only for fixed amounts, fortunately there are a number of workarounds for this you can consider.


Only a single card can be linked to your account at a time, again there are multiple workarounds

  • Use your account for business, and your spouse's for personal

  • Or batch your personal expenses in one half of the month and business in the other half and swapping the card between

  • Or focus on the type of expense with the biggest cashflow (ie. only do personal or only do business)

  • Or put it all on one card and make sure to account/bookkeep/reimburse appropriately

  • NEW as of Sept 2025 - First make a business account, then make a new account with a new email address, it will most likely get stuck after the ID verification stage until Chexy manually approves it, noting that you are a business account user

  • NEW as of Dec 2025 - beta multicard access is rolling out with support for up to 5 different card!




Our Take

Chexy was already one of a short list of top sustainable techniques for earning points. We've partnered to create a program that adds a stack of bonus points and gets you in line for even more features and opportunities. If you're a physician or business owner who hasn't already signed up, now is the time, sign up here to get into the program. This can be a great passive rewards generator for you as part of a comprehensive strategy optimizing personal vs business, sustainable vs unsustainable, and organic vs inorganic earning.


Referrals

Check out www.chexy.co/rewardsmd for the RewardsMD exclusive offer or go here for the public offer.


Check out our new card comparison page


If you're considering any business cards, reach out to me directly, your business situation is likely a bit more complex and may benefit from my expert help, so reach out! We can select the best card, and discuss your overall strategy.


If you're new to this, feel overwhelmed are on the fence, or wondering about other cards or tools reach out to me for a free consult, and if you sign up for a card through my link, let me know and I will walk you through advanced tricks and personalized advice to help you get the maximum benefit both from earning and redeeming points - getting your travel journey going faster than you ever thought possible.


Check out my Keeper Cards series to see other cards worth exploring




Disclaimer

This should not be taken as financial advice and details are subject to change. I have made good intentioned efforts to be accurate but ultimately consult card terms and conditions. I may receive points or other compensation from some of the included links.

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