This Is the Best Strategy to Rearrange Your TFSA for the Bear Market to Come

After an excellent run with growth stocks such as Amazon.com, Inc. (NASDAQ:AMZN) in your TFSA, sell those shares and buy Canadian dividend stocks in their place. Investors can then repurchase growth stocks in a taxable account to take advantage of a potential tax write-off if the growth shares fall.

Some of you have had some excellent runs of fortune in your TFSAs. Investing in cannabis stocks, tech stocks, or some other stock has produced excellent results. While this is fantastic, what do you do with those gains? Well, you have a couple of choices: you can sell and keep the gains or hold on to the stock for the long term.

The issue with holding these high-risk, high-return stocks in the TFSA is that they may be poised for a downturn at any point. Stocks such as Amazon.com (NASDAQ:AMZN) and Shopify (TSX:SHOP)(NYSE:SHOP) have provided investors with incredible returns over the years, some of which may have occurred within a TFSA. Even if you didn’t have a massive gain, even a small gain may be enough to keep in your tax-free account.

But if there is a downturn and these high-risk stocks start to collapse, there will be no opportunity to write off losses, since they occur in a tax-free account. In other words, gains in a tax-free account are fantastic, but losses are permanent. To remedy this, it may suit you as an investor to take advantage of the positive aspects of tax-free accounts before a downturn comes.

For long-term holders, a good strategy may be to lock in those gains tax-free before a downturn comes. This will be beneficial within the TFSA. You will not be charged capital gains, allowing you to keep all those earning over the past several years. Selling maximizes the earnings potential of those stocks.

After you sell, you must then decide what to do with the funds. If your gains were in USD, now is an excellent opportunity for you to buy Canadian stocks with excellent dividends that are cheaper than was previously available. Stocks such as BCE (TSX:BCE)(NYSE:BCE), Enbridge (TSX:ENB)(NYSE:ENB), and Canadian Utilities (TSX:CU) are now available at significantly discounted prices.

These stocks are now yielding 5.52%, 5.5%, and 4.66%, respectively, allowing you to get excellent income tax-free. You can now enjoy tax-free income from tax-free capital gains, possibly even using USD to buy those Canadian stocks at an even bigger discount.

If you still want to own the stocks you sold without waiting to time the market, you have another tax-advantaged choice. Repurchase the sold shares immediately within a taxable account. If the market experiences a downturn, you will have the opportunity to either hold on to the shares, add more at reduced prices, or sell the shares at a loss. You will be able to write off the tax loss instead of merely losing TFSA contribution room.

Before attempting a strategy such as this, it is always advisable to check with your accountant to see if this strategy is a suitable one for your current financial situation. By using your TFSA and taxable accounts wisely, you will not only be able to make more tax-efficient gains, but you will also be able to make wise use of the limited contribution room available to you within your tax-free accounts.

John Mackey, CEO of Whole Foods Market, an Amazon subsidiary, is a member of The Motley Fool’s board of directors. Fool contributor Kris Knutson owns shares of Amazon, BCE INC., Enbridge, and ENBRIDGE INC. David Gardner owns shares of Amazon. Tom Gardner owns shares of Shopify. The Motley Fool owns shares of Amazon, Shopify, and SHOPIFY INC. Enbridge and Shopify are recommendations of Stock Advisor Canada.

More on Dividend Stocks

Canadian Dollars bills
Dividend Stocks

The TFSA Paycheque Plan: How $10,000 Can Start Paying You in 2026

A TFSA “paycheque” plan can work best when one strong dividend stock is treated as a piece of a diversified…

Read more »

A Canada Pension Plan Statement of Contributions with a 100 dollar banknote and dollar coins.
Dividend Stocks

Retirees, Take Note: A January 2026 Portfolio Built to Top Up CPP and OAS

A January TFSA top-up can make CPP and OAS feel less tight by adding a flexible, tax-free income stream you…

Read more »

senior couple looks at investing statements
Dividend Stocks

The TFSA’s Hidden Fine Print When It Comes to U.S. Investments

There's a 15% foreign withholding tax levied on U.S.-based dividends.

Read more »

young people stare at smartphones
Dividend Stocks

Is BCE Stock Finally a Buy in 2026?

BCE has stabilized, but I think a broad infrastructure focused ETF is a better bet.

Read more »

A plant grows from coins.
Dividend Stocks

Start 2026 Strong: 3 Canadian Dividend Stocks Built for Steady Cash Flow

Dividend stocks can make a beginner’s 2026 plan feel real by mixing income today with businesses that can grow over…

Read more »

senior relaxes in hammock with e-book
Dividend Stocks

2 High-Yield Dividend Stocks for Stress-Free Passive Income

These high-yield Canadian companies are well-positioned to maintain consistent dividend payments across varying economic conditions.

Read more »

Senior uses a laptop computer
Dividend Stocks

Below Average? How a 70-Year-Old Can Change Their RRSP Income Plan in January

January is the perfect time to sanity-check your RRSP at 70, because the “typical” balance is closer to the median…

Read more »

Young adult concentrates on laptop screen
Dividend Stocks

If You’re Nervous About 2026, Buy These 3 Canadian Stocks and Relax

A “relaxing” 2026 trio can come from simple, real-economy businesses where demand is easy to understand and execution drives results.

Read more »