Prem Watsa Doubles Down on the Sea

At the end of May, Fairfax Financial Holdings Ltd. (TSX:FFH) exercised $500 million in warrants, doubling the holding company’s investment in Seaspan Corporation (NYSE:SSW). Here’s why it’s a good thing.

| More on:

Earlier this year, I’d highlighted why Prem Watsa’s US$250 million investment in Seaspan Corporation’s (NYSE:SSW) unsecured convertible debentures, paying 5.5% interest, was a good investment for his holding company, Fairfax Financial Holdings Ltd. (TSX:FFH).

A month after that, Watsa acquired another US$250 million tranche of 5.5% unsecured debentures with the January notes maturing in 2025 and the March notes a year later.

At the time, Watsa was very positive about its investment in Seaspan, an owner and manager of 92 containerships with a total capacity of 700,000, 20-foot standard cargo containers.

“We see a long runway here where the U.S. starts moving up. And Europe is picking up significantly,” Watsa said. “It hasn’t been a stock-pickers market — a value market—in five or six years, and perhaps that’s in the process of changing.”

Both US$250 million tranches came with warrants that, if exercised, at the exercise price of US$6.50, would give Fairfax a 25% ownership stake in Seaspan.

It was a pretty sweet deal for Fairfax.

It just got sweeter

On May 31, Fairfax and Seaspan announced that Watsa would exercise the warrants attached to the 2025 notes in July, seven years early, and the warrants attached to the 2026 notes in next January.

Currently, Seaspan’s shares trade just below US$9. If that holds through January, Fairfax is sitting on a US$189 million unrealized gain, with more profits to come.

To incentivize Watsa to convert the debentures early, it will issue over the next seven years additional debentures on annual basis equivalent to another US$500 million investment with warrants attached to purchase 25 million shares at US$8.05 a share.

So, in total, Watsa is investing US$1 billion — 50% in Class A Seaspan shares and 50% in 5.5% debentures — giving Fairfax the rights to buy 102 million shares of Seaspan stock at an average cost of US$4.90 a share.

Should Fairfax exercise all of the warrants, it would become the company’s largest shareholder at a bargain-basement price. 

As the global containership industry continues to consolidate, we believe owner-operators like Seaspan, with financially sound balance sheets, will have excellent growth prospects, Watsa stated May 31. This transaction represents one of Fairfax’s largest investments in a public company, which is a clear indication of our respect for David Sokol [chairman] and Dennis Washington [largest shareholder].

The bottom line on Fairfax stock

It’s deals like this one that had Fool contributor Matt Smith talking up Fairfax stock in early May, suggesting the company’s track record of growing its book value each year along with a reasonable dividend yield makes it a very attractive long-term investment.

I couldn’t agree more.

Fairfax has a lot of moving parts, but that’s what makes it so attractive to me. You’ll never grow bored owning Prem Watsa’s baby. 

Fool contributor Will Ashworth has no position in any stocks mentioned. Fairfax is a recommendation of Stock Advisor Canada.

More on Investing

ways to boost income
Dividend Stocks

A Premier Canadian Dividend Stock to Buy in December 2025

Restaurant Brands International (TSX:QSR) is a premier dividend play that's too cheap this holiday season.

Read more »

rising arrow with flames
Investing

2 Growth Stocks That Could Skyrocket in 2026 and Beyond

Create portfolio balance and add some growth in 2026 and beyond with these two magnificent Canadian stocks, which look under-owned…

Read more »

diversification is an important part of building a stable portfolio
Energy Stocks

1 No-Brainer Energy Stock to Buy With $750 Right Now

Enbridge had a largely excellent year of trading in 2025, and it might be time to shore up on holdings…

Read more »

Canada national flag waving in wind on clear day
Dividend Stocks

Top Canadian Stocks to Buy Right Now With $2,000

Investors can buy price-friendly Canadian stocks for income generation or capital growth.

Read more »

tsx today
Stock Market

TSX Today: Why Canadian Stocks Could Extend Gains on Tuesday, December 23

After the TSX closed above the 32,000 mark for the first time, today’s session will test whether commodity strength and…

Read more »

Investor reading the newspaper
Investing

3 Reasons to Buy Dollarama Stock Like There’s No Tomorrow

Here's why Dollarama is one of the few Canadian stocks that every type of investor can look to buy for…

Read more »

happy woman throws cash
Energy Stocks

Max Out Any TFSA With 2 Canadian Utility Stocks Set for Massive Growth

Looking to max out your TFSA in 2026? Two Canadian utilities offer dependable cash flow today and growth from the…

Read more »

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

The Best Stocks to Invest $2,000 in a TFSA Right Now

As we inch closer to another year of trading on the stock market, here are two excellent holdings to consider…

Read more »