Where Is Fairfax Financial Holdings Ltd. Heading From Here?

Fairfax Financial Holdings Ltd. (TSX:FFH) is oversold. Is now the time to scoop up shares?

| More on:

Prem Watsa, the CEO of Fairfax Financial Holdings Ltd. (TSX:FFH) has suddenly turned bullish on the markets; he eliminated a huge chunk of his hedges and short positions. This came as a surprise to many because Watsa’s cautious nature and doomsday strategy made Fairfax a popular choice among fearful investors that wanted a place to hide in the event of a market crash.

Fairfax actually did really well during the Financial Crisis; the stock soared in 2008. Many people who hid out in Fairfax not only avoided major losses, but they actually made nice gains while everyone else got crushed. Fairfax is a double-edged sword because, despite performing well during crashes, the company missed out on a lot of gains in the bull run following the Great Recession. The stock was virtually flat for almost four years while the S&P 500 soared.

It looks like Watsa endured enough pain from his short positions, as Fairfax is now down over 20% from its peak early last year. This goes to show it’s never a good idea to time the market, and it’s an even worse idea to have several short positions because you think the market is going to crash. Shorting stocks is dangerous, and shorting stocks while timing the market is completely reckless, even if you are an expert investor. The risks involved are astronomical, and you could end up losing your shirt in a hurry.

Was Watsa’s bearish approach really a cautious strategy? I don’t think so. He was overly aggressive with his short positions, and his bearishness cost him and his investors a substantial amount of money over the last few months.

I think Watsa’s sudden bullishness could cause doomsday investors to jump ship over the short term. A lot of bears have invested in Fairfax because they want to do well when the next stock market crash happens. As a result, a stock rebound may not happen too quickly, even though I think shares of Fairfax are trading at a slight discount to their intrinsic value.

If you’re a long-term contrarian investor looking to insure your portfolio from the next economic downturn, then it may be time to start scooping up shares on weakness. Don’t expect shares to soar overnight, though, as the company could continue to slide lower, but make sure you keep enough cash on hand to buy on any further weakness.

I still believe Watsa is a long-term bear; he’s just taking a break because the bull still has legs in the medium term thanks to Donald Trump’s pro-business attitude. But keep in mind, the bull is getting old, and eventually the bears will be back. When the bears are back, I’m pretty confident that Watsa will be playing the short game again, and Fairfax will be a great bomb shelter for investors to hide in.

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 Joey Frenette has no position in any stocks mentioned. Fairfax Financial is a recommendation of Stock Advisor Canada.

More on Investing

Dividend Stocks

Buy 3,000 Shares of This Super Dividend Stock For $3,300/Year in Passive Income

Are you looking for a super dividend stock to buy now and generate a whopping passive-income stream? Here's an option…

Read more »

Question marks in a pile
Dividend Stocks

Where Will Brookfield Infrastructure Partners Stock Be in 5 Years?

BIP (TSX:BIP) stock fell dramatically after year-end earnings, but there could be momentum in the future with more acquisitions on…

Read more »

Utility, wind power
Dividend Stocks

So You Own Algonquin Stock: Is It Still a Good Investment?

Should you buy Algonquin for its big dividend? Looking forward, the utility is making a lot of changes.

Read more »

Big Bitcoin logo.
Investing

2 Cheap Stocks to Add to Your TFSA Before They Get Expensive

If you want to buy the dip and sell the rally, these two TSX stocks are a bargain you don’t…

Read more »

Young adult woman walking up the stairs with sun sport background
Stocks for Beginners

New to Investing? This Step-by-Step Guide Will Get You Started

New to investing? Then follow this guide to help you get started, by paying off your debts and saving towards…

Read more »

stock data
Dividend Stocks

Passive Income: How Much Should You Invest to Earn $1000/Year

Dependable income stocks like Enbridge can help you earn worry-free passive income regardless of market and commodity cycles.

Read more »

Money growing in soil , Business success concept.
Dividend Stocks

2 Stocks Ready for Dividend Hikes in 2024

Building a passive income is one way to keep up with and even beat inflation. These two stocks can help…

Read more »

Man with no money. Businessman holding empty wallet
Dividend Stocks

3 Ways Canadian Investors Can Save Thousands in 2024

If you've done the budgeting and are still coming out with less money than you'd like, consider these three ways…

Read more »