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Commentary: Identifying winning stocks is hard. Holding winning stocks is a nightmare.

Sam Ro

Updated 16 min read

A version of this article first appeared on TKer.co

We’ve discussed exhaustively how difficult it is to pick stocks that outperform the market.

But let’s assume you were able to identify these winning stocks. Is it smooth sailing from there as you smoke the competition?

No. Far from it.

It turns out that the stocks offering the best returns for investors historically experienced incredibly painful max drawdowns (i.e. percentage declines from a price peak to a trough).

Morgan Stanley’s Michael Mauboussin and Dan Callahan recently studied the price behavior of 6,500 stocks. Among other things, they took a closer look at the 20 stocks with the best total shareholder returns over the 40-year period from 1985 to 2024. They also reviewed the performance of the 20 worst performers during the period. (Note: They only considered stocks listed on the NYSE, NASDAQ and NYSE American exchanges that traded during the entire measurement period. They excluded companies worth less than $1 billion at the beginning and $250 million at the end of their maximum drawdowns.)

"The median maximum drawdown was 72% for the best group, and the median maximum drawdown duration, the time from peak to trough, was 2.9 years," they found. "The median time to return to the prior peak was 4.3 years. The median annualized abnormal returns following the bottom was 8% for the next 5 years and 12% for the next 10 years. This is based on the unrealistic assumption the stock was purchased at the low."

The best performing stocks in the market experience massive drawdowns that can last years. (Source: Morgan Stanley)

The best performing stocks in the market experience massive drawdowns that can last years. (Source: Morgan Stanley)

Just thinking about one of my positions losing 72% of its value makes me queasy, even knowing full well this is the average behavior of the best stocks.

Now imagine being a fund manager with the conviction to hang on to these types of stocks.

Mauboussin and Callahan note that Alpha Architect’s Wes Gray considered this thought experiment in a paper titled: "Even God Would Get Fired as an Active Investor."

"[Gray’s] point is that if you had the (godlike) foresight to build a portfolio of the stocks that would produce the highest TSRs over the next five years, you would have ‘great returns, but gut-wrenching drawdowns,’" they wrote. "In other words, the drawdowns are so large that a client who hired you to be their active manager might fire you."

The analysts considered the performance of the S&P 500 over this measurement period to show the benefits of diversification.

"The maximum drawdown for the index was 58%, the maximum drawdown duration was 1.4 years, and the time to recover back to par was 4.2 years," they observed. "Following the trough, the annual TSR for the S&P 500 was 25% over 5 years and 17% over 10 years."