News: Wealthsimple Norbert’s Gambit in Beta

Norbert’s Gambit is a way to save money on USD/CAD conversions. (Want to learn more? I’ve written about it here). Most brokers take extra margin points on these conversions, hidden in the relatively crappy exchange rate you actually get. Since a lot of my retirement holdings are in USD, and since I am a cheapskate, I’ve used Norbert’s Gambit at three different brokerages (BMO Investorline, QTrade and Questrade1) over the years.

And now, Wealthsimple has joined the fray. It’s not open to the general public quite yet, but I did get a notification that I can now perform the Gambit on this platform. This brings Wealthsimple agonizingly close to being a contender for my retirement savings business. They only lack (puzzlingly) USD support in RRIF accounts. Otherwise, they check the other boxes in my “need to have” list for any broker:

  • $0 trading commissions
  • Support for USD accounts in non-registered, RRIF, and spousal RRIF2
  • Norbert’s Gambit3

Wealthsimple’s implementation of the Gambit seems to mirror that of Questrade insofar as they charge a $9.95 plus tax fee for journaling shares, a necessary step of performing the Gambit. There are a few oddball wrinkles documented on their website, none of them show-stoppers in my view:

  • Not available on the Wealthsimple app
  • You can only journal DLR/DLR.U. Other cross-listed shares aren’t supported4.
  • The journaling fee is always charged in Canadian dollars, and by the language used on the website, it sounds like you are blocked from doing the journaling unless you have the cash in your account at the time of the request5

Normally I’d give the feature a whirl to see if it’s comparable to the Questrade/QTrade experience, but I only hold CAD assets at Wealthsimple at the moment. It’s not really a complicated thing to do, the only way Wealthsimple could make the experience better is to do the journaling faster. I’ve documented the timelines involved with doing the Gambit at Questrade here.

  1. Other brokers also support it, but I just have no personal experience with it. ↩︎
  2. Wealthsimple doesn’t support this per their website ↩︎
  3. People (especially on Reddit) frequently cite Interactive Brokers as the best game in town to do currency conversions. I did at one time have an IB account, and I can confirm that their currency conversion rates across the board are a pittance, and in most cases will be cheaper (and faster) than even Norbert’s Gambit. HOWEVER, if you want to actually get hold of the cash you’re converting, then you can expect VERY long delays before you are allowed to withdraw the funds. ↩︎
  4. Most people use DLR/DLR.U to do the Gambit but it isn’t obligatory. At BMO Investorline, if you didn’t want to place a phone call, you had to use some other share combination (I usually chose a Canadian bank stock like RY). Not sure this is still true. ↩︎
  5. Questrade lets you carry a negative balance, but of course they will charge interest on that. ↩︎

Death, Taxes and Estates: Endgame part 1

I’ve had the dubious privilege of serving as the executor of the estate of my late mother, who was predeceased by my father. I’ve been documenting my journey along the way (previous instalment here).

This instalment is subtitled “Endgame” because late last week I received a Clearance Certificate from CRA. The Clearance Certificate allows me as the executor to distribute the funds in the estate to the beneficiaries without worrying that the CRA will come knocking on my door at some future date looking for taxes1.

So now it is time to move money around from estate to beneficiaries, close accounts and shred the piles of paper in the filing cabinet. Money exists in three places: a CIBC bank account (not an estate account), a CIBC estate account, and in a BMO Investorline estate account.

CIBC Bank Account

Thanks to the advice of a friend who went through this before me, I had a joint chequing account with my mother. It was her account, and I never touched it, but when she died, the account became mine completely, no different than the other chequing account I hold at CIBC. This arrangement proved very handy in the early days of the estate, as I was able to pay funeral expenses out of this account without being out of pocket myself. The balance was low here, and a few e-Transfers to the beneficiaries later, the funds were cleared. A call to CIBC telephone banking (a surprisingly painless experience), and this account was closed from the comfort of my couch.

BMO Investorline

The vast majority of the estate funds are held at BMO Investorline, since I was acting as my parents’ DIY advisor for about 10 years. When my mother died, her RRIF and TFSA passed to her beneficiaries outside of the probate process (you’ve done this, right? Read more here). Her non-registered funds were converted into a brand new estate account and all the assets were transferred in kind. I could not access this account until I had a probated will. With full access, I eventually converted all the holdings into non-interest bearing cash; all that happened over a year ago (December 2024, to be exact). The account has been largely dormant since then, although I did pay the whopping tax bill for my mother’s Final Return2 from it.

Moving the funds out of BMO Investorline couldn’t be easier; thanks to their AccountLink service, you can write cheques against the cash balance held in your non-registered Investorline account. They do charge $1 for each transaction after the first 2 in any calendar month, so I have to make sure I leave enough cash behind to deal with that3.

CIBC Estate Account

Estate accounts are required to deposit cheques made out to the estate. One possible source of such a payment is CRA4, the other is death benefits from CPP/QPP and/or life insurance policies. My experience with the creation and management of a CIBC estate account was a total disaster. Something that should be relatively straightforward is inexplicably very labour intensive. The reasons are probably only knowable to CIBC, but I’ll give my perspective here:

  • The workflow has not been updated in decades. Opening an estate account required me to make an appointment at the bank. At this appointment, I sat in a chair in an office while I watched the bank employee type my information into some sort of online form. My involvement at this meeting was limited to producing a death certificate and repeating answers to questions that the bank already had in their systems (my name/address etc etc).
  • The branch employees do not understand how estate accounts work and they rely on a centrally located help desk to guide them through the process. I know this because the branch employee inadvertently gave me the number to this help desk and the very helpful employee I spoke to there was confused that a customer rather than a branch was calling.
  • There are no electronic records, no electronic access to estate accounts. Deposit a cheque? Visit the bank. Want the balance? Visit the bank. It’s all very circa 1970.
  • And, lastly, for all this, they have the gall to charge a $5 monthly service fee for “record keeping”.

Anyway, I am guessing that all the major banks are terrible with estates, but it’s hard to imagine a worse experience than with CIBC.

So, to close this account, I need an appointment (of course). The soonest one I could get at my local branch was a week away. I’ve compiled all the materials needed to unlock the funds (probated will, death certificate, blood sample) so I’m hoping this is a “one and done” kind of visit, but I’m not holding my breath on that one.

What’s especially annoying about the estate account is that it has a relatively small amount of money in it, growing smaller monthly thanks to the monthly service fee.

But this chapter is nearly over. Make no mistake, serving as an executor is a lot of work and requires a lot of patience.

  1. Per https://www.canada.ca/en/revenue-agency/services/tax/individuals/life-events/doing-taxes-someone-died/clearance-certificate.html: A clearance certificate will allow you, as the legal representative, to distribute assets without the risk of being personally responsible for unpaid amounts the person who died, estate, trust, or corporation might owe to the CRA. ↩︎
  2. RRIFs and non-registered accounts generate a lot of tax since they are assumed to be sold and converted to income in the hands of the account holder on the day of death. It’s nearly unavoidable, but I wrote a bit about reducing that tax bomb here. ↩︎
  3. I can only imagine how much work it would be should I end up needing to clear a negative balance in a BMO Investorline Estate account. I wouldn’t know where to begin, ↩︎
  4. In my case, the estate tax return had a refund. Not really sure why, one would have presumed that paying thousands of dollars to an accountant would result in a penny-perfect return, but you’d evidently be wrong about that. ↩︎

Give more to charities, less to the CRA

It’s probably not news to most of you that charitable giving in Canada attracts tax breaks that reduce your tax owing to the CRA. It’s a nice deal — support the causes that are meaningful to you while saving a bit of tax owed.

But for those of you with non-registered accounts holding stocks and ETFs, did you know there’s even a better option that can save you even more tax? By donating shares in-kind to your chosen charity, you get the same donation credit AND you avoid paying capital gains tax on the shares donated!

The differences can be sizeable depending on the unrealized capital gains you have in your portfolio.

Here’s a quick example: let’s say I bought $10,000 of XGRO1 5 years ago in my non-registered account. Per this dividend calculator featured in “Tools I Use” I see that it’s currently2 worth $15,850.

Say I want to donate $1000 to a charity — selling $1000 of XGRO today would generate a capital gain of $369. That’s taxable at 22.48% marginal rate in Ontario in 20253, so I have to pay an additional $83 in taxes4.

If I instead donate the shares in kind to the charity, I pay nothing on the capital gain, and I keep $83 either for me, or for additional charitable works.

So how do you do this? Well, it will depend on the online broker you deal with, but generally the steps are something like:

  • Let the charity know you’re intending to do this. Larger charities will have a published process, for example the Ottawa Food Bank’s is here5. Smaller charities can still benefit if you use a service like CanadaHelps6.
  • Let your broker know your intent. Every broker will have a different process, usually including some kind of form. Here’s some examples I found:7

And that’s it. The receiving charity will issue a donation receipt reflecting the market value of the donated securities for your tax filing. The nullification of the capital gain is done using form T11708 when it comes time to file your taxes.

I plan to do this more systematically for the charities I support; it’s admittedly a bit more effort than automated contributions. Since Questrade (my current broker) charges me $25 every time I do this, I’ll have to be a bit more strategic about amounts and timing.

  1. XGRO is a significant part of my portfolio, and as such it is included in my ETF all-stars page. What is also true is that I don’t hold much of it in my non-registered portfolio, but that’s just a historical investing habits showing up. ↩︎
  2. 5 year return, WITHOUT dividends reinvested as of July 17, 2025. Not reinvesting the dividends means my cost base is clearly $10k, useful for the example that follows. ↩︎
  3. Per https://www.taxtips.ca/taxrates/on.htm for taxable income between $114k and $150k. Don’t forget that capital gains are only taxed at 50% of the value of the gain. ↩︎
  4. Ignoring the tax savings generated by the charitable donation in the first place since that’s the same in both scenarios. ↩︎
  5. Googling “donate securities” <charity name> is helpful ↩︎
  6. They do keep a portion of the donation to offset their expenses, so it may not be a good idea for small donations. ↩︎
  7. Sorry Scotia iTrade users, I did my best but could not find their form. Let me know if it’s available somewhere and I’ll update. I’ve successfully used the process with both BMO and QTrade. ↩︎
  8. i’m not an accountant. Consult a professional if you have concerns. ↩︎

QTrade versus Questrade unboxing

I’m in the middle of my transition from QTrade to Questrade. With 11 different accounts to migrate, most of my time has been spent with their new account setup screens, but I have already taken note of a few differences that I’ve noticed between the two in my first week of using Questrade.

Trading fees on stocks and ETFs

Questrade recently announced that they were eliminating commissions on the buying and selling of all stocks and ETFs. QTrade has a decent list of free to trade ETFs, but obviously Questrade is the winner here.

Personally, I don’t think this will make a huge difference for me since my retirement portfolio is mostly based on QTrade’s “free” list (most notably XGRO and AOA), but it’s not fully in that camp. I’ll save a few bucks over the course of the year thanks to this.

Support

Those of you who read my mini-review of QTrade will know that I don’t consider their support a strong suit1.

I encountered quite a few snags2 along the way with Questrade’s account opening process, and as a result I have spent some time dealing with their support team.

One big difference you see right away is that they seem to rely exclusively on chat, with very clear (if sometimes disheartening3) queue position metrics. I myself am a fan of chat, especially one that makes it very clear where you are in the queue. Compared with QTrade, no contest — I’ll take keeping a window open on a computer I’m using over having to listen to highly compressed and repetitive hold music any day of the week!

A technical quibble I have with Questrade’s chat is that it is inconsistently persistent as you navigate the Questrade screens4. On more than one occasion I had my chat closed accidentally because I navigated to the “wrong” screen. Compared to other support chat platforms I’ve used (Rogers, for one), it’s decidedly feature-light.

The support I eventually got was uneven. I suppose last week may not have been the best week to attempt calling Questrade5, but all the same, sometimes the answers I got made no sense or were just flat out wrong.

US Dollar Account Support

Both companies are strong in this regard, allowing USD holdings in various accounts. Personally, I hold USD-denominated assets in my RRIF and my non-registered accounts. (I also used to hold USD assets in my TFSA, but because of the non-preferred tax treatment of dividends held in TFSAs, I got rid of those a few years ago).

The big difference that’s obvious immediately is while QTrade keeps the USD and CAD accounts separate — different account numbers, different screens to navigate — Questrade combines CAD and USD assets in one account. This has the pleasant side-effect of reducing the total number of accounts I have.

I haven’t investigated (yet) how values of accounts and portfolios are reported in Questrade6. I’m expecting that they will allow you to see your account and portfolio values in either USD or CAD7.

One of the irritants I had with QTrade is that they never, ever showed the USD/CAD exchange rate they were using to display the overall CAD value of the portfolio. It appeared they were using a rate that was consistently 1.5% below the spot rate.

And another irritant I had with QTrade is that I could not get RRIF payments natively in USD, something I was told was possible before I opened the RRIF in the first place8. Questrade claims they allow this on their public website, so I’m hopeful. More to come at the end of this month, hopefully.

HISA support

High Interest Savings accounts are an important part of my portfolio holdings since my decumulation strategy depends on them. QTrade has an extensive list of free to trade HISAs (I covered them here) but Questrade doesn’t provide access to this class of product. Instead I have to use ETFs. But since all ETFs are free to trade on Questrade, this shouldn’t really make a big deal of difference. In some ways, it’s better because QTrade restricted HISA purchases to a minimum of $1000, whereas most of the cash-oriented ETFs have an entry price of either $50 or $100 per unit.

I find it difficult to get answers to super-specific questions about various platforms, so if you have questions about any of the platforms I use/ have used (namely, BMO Investorline, Interactive Brokers, Wealthsimple, QTrade and Questrade), then feel free to ask away at comments@moneyengineer.ca.

  1. For an example of coherent and attentive customer support, you’d have to look at Wealthsimple ↩︎
  2. Their website appeared to be getting crushed at times…weird sporadic and non-repeatable error messages ↩︎
  3. Last week on one of my calls, I started at position 370 or so. That was a 90 minute wait. But at least I could write blogs while I waited, something that is really irritating to do when you have to listen to hold music. ↩︎
  4. Possibly browser-related, but c’mon, it’s 2025 and I was using OSX Safari! ↩︎
  5. RRSP season, and their generous promo ending… ↩︎
  6. I have accounts, but until the in-kind asset transfer completes, I have no assets. ↩︎
  7. Taking a peek at the mobile app while I write this, I see options for account balances to be reported as “Combined in CAD”, “Combined in USD”, “CAD” and “USD” so it appears my expectations will be met. ↩︎
  8. After two months (!) of back and forth with QTrade, I was told — last week — that this is possible using the exact same method I unsuccessfully attempted in January. ↩︎