The Investor’s Sleep Test: When to Know it’s Time to Sell

Are you not catching enough shut-eye? It’s likely because of finances, but don’t worry! Here is how to gauge what needs to be done.

| More on:
money while you sleep

Image source: Getty Images

Have you been staying up at night worrying about your investments? It’s likely you’re not the only one. In fact, as of 2023 money remained Canadians’ top stressor for the sixth year in a row. And that’s likely to continue in 2024.

It was found in one study that 40% of Canadian adults reported losing sleep worrying about money. Whether it comes from not making enough or losing on investments, there is a way to start catching more shut-eye at night. And that’s to know when to hold ‘em and when to fold ‘em.

When to sell

The key to the sleep test is the ability for an investor to remain calm and untroubled by market fluctuations or investment decisions. The sleep test should be able to gauge whether an investor can sleep soundly at night without worrying about their investments.

The idea should be that your overall investment strategy should align with your risk tolerance. And the sleep test will tell you exactly what that tolerance will be in terms of your long-term goals. 

If an investor finds they are constantly stressed or losing sleep over investments, it’s likely time to sell or trim their investments. From there, they’ll need to create a less volatile or more diversified portfolio. Perhaps consider investments in lower-risk assets, such as bonds, Guaranteed Investment Certificates (GICs), and treasury bills.

When to buy

Investors could also be up at night if they feel they’ve been missing out on opportunities to create long-term growth. While much of a portfolio should be protected against the risks of the stock market, some risk can mean higher capital returns.

In this case, you might be up at night worried that you’re not going to have enough for your long-term goals. And that can be because you aren’t adding enough risk to your portfolio. So, there could be some stocks you’ve long been thinking about that you believe are strong but haven’t invested in.

Therefore, to help you sleep better, it can be a good idea to meet with a financial advisor to see their thoughts on investing in these stocks. And a great option to get you started would be a lower-risk option, such as Constellation Software (TSX:CSU).

Be boring

While CSU stock might be a tech stock, the company has a simple strategy. And simple is key here, especially if you want lower stress and higher results. CSU stock buys up essential software companies that provide value to its portfolio. The company is then able to corner the market in these areas. This makes its products essential to the companies and even governments that use them.

This acquisition strategy has led to massive growth for the company over the years and should continue for years more. In fact, there have been multiple spin-offs of the stock providing even more exposure for the company and investors.

So, if you’re looking for a safe solution that will help you sleep at night while still gaining returns, CSU stock is certainly a great place to start.

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.

More on Stocks for Beginners

Real estate investment concept
Dividend Stocks

Down 23%, This Dividend Stock is a Major Long-Time Buy

goeasy’s big drop has pushed its valuation and yield into “paid-to-wait” territory, but only if credit holds up.

Read more »

Concept of multiple streams of income
Energy Stocks

An Incredible Canadian Dividend Stock Up 19% to Buy and Hold Forever

Suncor’s surge looks earned, powered by real cash flow, strong operations, and aggressive buybacks that support long-term dividends.

Read more »

Hand Protecting Senior Couple
Dividend Stocks

Married Canadians: How to Make $10,000 in Tax-Free Passive Income

You can target nearly $10,000 a year in tax-free TFSA income, but BCE shows why dividend safety matters.

Read more »

Piggy bank with word TFSA for tax-free savings accounts.
Stocks for Beginners

What’s the Average TFSA Balance at Age 54

At 54, the average TFSA balance is a helpful reality check, and Scotiabank could be a steady way to compound…

Read more »

TFSA (Tax-Free Savings Account) on wooden blocks and Canadian one hundred dollar bills.
Stocks for Beginners

Maximum TFSA Impact: 3 TSX Stocks to Help Multiply Your Wealth

Don't let cash depreciate in your TFSA. Explore how to effectively use your TFSA for tax-free investment growth.

Read more »

Yellow caution tape attached to traffic cone
Stocks for Beginners

The CRA Is Watching: TFSA Investors Should Avoid These Red Flags 

Unlock the potential of your TFSA contribution room. Discover why millennials should invest wisely to maximize tax-free growth.

Read more »

Young Boy with Jet Pack Dreams of Flying
Stocks for Beginners

3 TSX Stocks Soaring Higher With No Signs of Slowing

Analyze the performance of notable stocks in recent years and how they responded to economic challenges and opportunities.

Read more »

Group of people network together with connected devices
Energy Stocks

A 4.5% Dividend Stock That’s a Standout Buy in 2026

TC Energy stands out for 2026 because it pairs a meaningful dividend with contracted-style cash flows and a clearer, simplified…

Read more »