6 strategies to help you (legitimately!) pay less capital gains tax
Timing the sale of assets is just one way to take the sting out of the taxman’s bite.
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Timing the sale of assets is just one way to take the sting out of the taxman’s bite.
When you sell an asset for more than you paid for it, you have a capital gain and owe taxes on that gain.
In the vast majority of cases, you do not pay tax on a capital gain (the increased value of an asset) until you sell the asset.
If you change how an asset is used, such as converting your principal residence into a rental property, that’s considered a deemed disposition. You may owe capital gains tax once that change occurs, but can defer payment of that tax until you sell the property (more on that below).
For example, if you buy stock for $15,000 then later sell it for $25,000, you’ll have a $10,000 capital gain and owe taxes on that gain (for simplicity’s sake, let’s assume no interest or dividends were also earned).
The taxes paid on this type of earning is called capital gains tax. While the name isn’t all that inspiring, if you understand some basic facts, you can appreciate when and where to use legitimate strategies to minimize the tax owed:

One smart strategy is to defer your earnings on the sale of an asset because you only owe tax on earnings received.
Assume your annual earnings are $50,000 and the sale of a property earns you $100,000 in profit. Without deferring the earnings, you’d owe approximately $24,480 in taxes in the first year (recognizing your earnings plus the full capital gain in that first year) and about $8,000 in tax each year after, for a total tax hit of $48,480. If, however, you asked the buyer to stagger payments so that you only received $25,000 in each of the next four years, the total tax bill would be approximately $46,820—resulting in a tax savings of $1,660. It doesn’t sound like a lot, but when you apply actual deductions, such as RRSP contributions, charitable donations, and self-employment expenses, the tax savings can really add up.
This deferment strategy is known as the Capital Gains Reserve and there are a few rules to follow when you apply it:
Another strategy to reduce the amount of capital gains tax owed is to seek out and trigger capital losses or find and claim tax deductions.
To offset capital taxes owed, consider selling stock or assets at a loss. The capital loss can be used to reduce capital gains and reduce taxes owed on those earnings.
There are a few rules when it comes to applying this strategy:
Retirees need to pay particular attention to fluctuating annual income as a large increase in taxable income in one year not only means higher taxes, but can trigger claw-backs of government income-based benefits, such as Old Age Security (OAS).
In this case, you might consider a capital gains tax strategy that also works for reducing overall taxes owed: Split your income. In Canada, married and common-law couples have the option to split the pension income they earn with a spouse. By splitting your income with a spouse who earns less, you reduce your annual income earned, which is used to calculate eligibility and potential claw-backs of OAS or the age tax credit. A lower annual income also means a lower marginal tax rate, which means you can proactively implement a capital gains tax strategy of timing your earnings—only disposing of a real asset when your earnings and marginal tax rate are lower.
Another good option is to use a Tax-Free Savings Account (TFSA) to shelter future investment income from tax and minimize or avoid reductions in federal income-tested government benefits.
Rather than selling an asset, paying capital gains tax on the earnings and then using those earnings to make charitable donations, consider donating the asset instead.
For example, if you plan to make a $1,000 donation to a charity, donate stock with a market value of $1,000 (but which cost you less to purchase). Making the donation in stock entitles you to the $1,000 charitable receipt for tax purposes, while not triggering capital gains tax.
Be mindful, however, that the same benefits do not apply when gifting assets to family. For instance, if you gave the family cottage to your adult child, you would not avoid paying capital gains tax on that property. According to the Canada Revenue Agency (CRA), a gift is a taxable disposition which triggers capital gains tax.
If, however, the property (or real asset) lost value (and you can back this up with evidence), then gifting it to a family member would be beneficial, as it would keep the asset in the family and create a capital gains loss that can be applied against other investment earnings.

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very good information and strategy. thanks
Hi, Thank You for the information, it is very helpful. I have a question, if a capital was sold in 2019 (by a US State Treasurer), but the person only received the money in 2020 (cuz the process to claim the assets back took a while), could the capital gain be filed for 2019 & 2020, or only for 2020 since the money was not received until 2020? MANY THANKS.
Due to the large volume of comments we receive, we regret that we are unable to respond directly to each one. We invite you to email your question to [email protected], where it will be considered for a future response by one of our expert columnists. For personal advice, we suggest consulting with your financial institution or a qualified advisor.