I suffered from this same concern about FFH, way back when I bought my first 100 shares of Prem's Great Canadian Value Conglomerate back in the summer of 2010.
But remember the absolute share price isn't a measure of high or low, cheap or expensive.
For those measures, one must look at other elements about the stock, principally (but not exclusively) the P/E ratio (current and Forward). And if you do, you'll see that FFH is a unicorn, on par with Buffett's BRK:
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I can't think of too many other stocks that have had the price appreciation FFH has had, all while sporting a durably low P/E over the 15+ years I've had it.
With my holdings now over 700 shares and counting--yes, I still make FFH purchases despite the now 2K+ share price!--I've never regretted the decision to invest in Fairfax. Truly a buy-and-hold for life.
Wills.
PS. Would be remiss if I didn't compare FFH's performance to the usual benchmarks. Such a comparison only deepens the story on how impressive it's been, especially compared to the TSX60:
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