3 Red Flags the CRA Is Watching for as More Canadians Repatriate Investments

There are some major red flags investors should watch for, but also one investment to consider.

| More on:
Caution, careful

Image source: Getty Images

Lots of Canadians are bringing their investments back home these days. Because of this, the Canada Revenue Agency (CRA) is paying close attention. The CRA wants to make sure everyone is following the tax rules. Bringing investments back can be a good move, but there are some things that might make the CRA take a closer look. These could even lead to an audit, so make sure you’re avoiding these red flags.

What to avoid

One big thing the CRA cares about is if you’re not reporting income from investments you had outside Canada. The CRA has ways to see financial data from other countries. So, if you don’t report all that income, it’s easy for them to find out. Not reporting this income can lead to some pretty serious penalties and interest charges. It’s super important to tell the CRA about all your foreign income to avoid these problems.

Another red flag for the CRA is if you use capital losses too much to lower your taxable gains. It’s okay to use losses to reduce your gains, but if you do it a lot or claim really big losses repeatedly, it can look suspicious. The CRA might investigate to make sure those losses are real and not just a way to avoid paying taxes. So, if you’re claiming capital losses, make sure you keep good records to back them up.

The CRA also pays attention to people who use personal loans to make investments. You can deduct the interest you pay on a loan if you use that loan to earn investment income. But if you also used the loan for personal things, the CRA might not let you deduct the interest. It’s really important to keep your investment expenses separate from your personal expenses to stay on the right side of the rules.

Keep it simple

Created with Highcharts 11.4.3Constellation Software PriceZoom1M3M6MYTD1Y5Y10YALLwww.fool.ca

In this kind of environment, where the CRA is keeping a close watch, investors are looking for stable and easy-to-understand investment options. Constellation Software (TSX:CSU) looks like a strong possibility. This company buys and manages software businesses that focus on specific industries. These businesses provide software that’s really important for customers to run their operations.

As of writing, Constellation Software is a pretty big company with a market value of over $98 billion! In its most recent earnings report, the company announced that its total revenue was $6.6 billion. That’s a significant increase of 14% from the year before! This growth shows that the company’s business model is working well and that it’s able to deliver consistent results.

Constellation Software’s strategy of buying up these niche software businesses has been really effective. It allows the company to have a diverse portfolio of businesses and a steady flow of income. This approach not only helps the company grow but also provides a level of stability that can be appealing to investors who want to keep their risk in check.

Plus, Constellation Software seems to be focused on doing things the right way, which lines up well with what the CRA expects. By investing in Canadian companies like Constellation Software, investors can also simplify things when it comes to reporting foreign income and avoid some of those potential red flags.

Bottom line

As the CRA keeps a closer eye on investments that have come back to Canada, it’s really important for investors to be careful and make sure they’re following all the tax rules. By understanding what might raise red flags and by choosing stable and transparent investment options like Constellation Software, investors can feel more confident and have more peace of mind as they navigate the financial landscape.

Should you invest $1,000 in Constellation Software right now?

Before you buy stock in Constellation Software, consider this:

The Motley Fool Stock Advisor Canada analyst team just identified what they believe are the Top Stocks for 2025 and Beyond for investors to buy now… and Constellation Software wasn’t one of them. The Top Stocks that made the cut could potentially produce monster returns in the coming years.

Consider MercadoLibre, which we first recommended on January 8, 2014 ... if you invested $1,000 in the “eBay of Latin America” at the time of our recommendation, you’d have $21,345.77!*

Stock Advisor Canada provides investors with an easy-to-follow blueprint for success, including guidance on building a portfolio, regular updates from analysts, and two new stock picks each month – one from Canada and one from the U.S. The Stock Advisor Canada service has outperformed the return of S&P/TSX Composite Index by 24 percentage points since 2013*.

See the Top Stocks * Returns as of 4/21/25

This article represents the opinion of the writer, who may disagree with the “official” recommendation position of a Motley Fool premium service or advisor. We’re Motley! Questioning an investing thesis — even one of our own — helps us all think critically about investing and make decisions that help us become smarter, happier, and richer, so we sometimes publish articles that may not be in line with recommendations, rankings or other content.

Fool contributor Amy Legate-Wolfe has no position in any of the stocks mentioned. The Motley Fool recommends Constellation Software. The Motley Fool has a disclosure policy.

Confidently Navigate Market Volatility: Claim Your Free Report!

Feeling uneasy about the ups and downs of the stock market lately? You’re not alone. At The Motley Fool Canada, we get it — and we’re here to help. We’ve crafted an essential guide designed to help you through these uncertain times: "5-Step Checklist: How to Prepare Your Portfolio for Volatility."

Don't miss out on this opportunity for peace of mind. Just click below to learn how to receive your complimentary report today!

Get Our Free Report Today

More on Dividend Stocks

Dividend Stocks

This Canadian Monthly Dividend Stock Pays a Stunning 9% Yield

Pro REIT is a Canada-based real estate company that offers you a forward yield of 9% in 2025. Is this…

Read more »

TFSA (Tax free savings account) acronym on wooden cubes on the background of stacks of coins
Dividend Stocks

How I’d Invest $7,000 in My TFSA for $660 in Tax-Free Annual Income

Canadians looking for ways to make the most of the new TFSA contribution room should consider investing in these two…

Read more »

Doctor talking to a patient in the corridor of a hospital.
Dividend Stocks

This Dividend King Paying 7.5% in Monthly Income Is a Must-Have

This high-yield TSX stock might not be a textbook Dividend King, but its reliable monthly payouts and improving financials make…

Read more »

path road success business
Dividend Stocks

How to Invest $50,000 of Tax-Free Cash as Canada-US Trade Uncertainty Escalates

Few Canadian stocks are as easy a choice as this one, making it perfect during volatile periods.

Read more »

monthly desk calendar
Dividend Stocks

How I’d Generate $200 in Monthly Income With a $7,000 Investment

Want to establish $200 in monthly income (or even more?) Here's an easy way to start today that will provide…

Read more »

Printing canadian dollar bills on a print machine
Dividend Stocks

Got $25,000? Turn it Into $250,000 in a TFSA as the Canadian Dollar Rises

Investing doesn't have to be risky or difficult, especially with this top stock.

Read more »

A woman shops in a grocery store while pushing a stroller with a child
Dividend Stocks

Where Will Loblaw Be in 3 Years?

Loblaw (TSX:L) stock could be a stellar performer as tariffs and headwinds move in on Canada's economy.

Read more »

customer uses bank ATM
Dividend Stocks

Where Will National Bank Be in 5 Years?

National Bank of Canada (TSX:NA) stock still looks like a great deal at these levels.

Read more »