It’s not as bad as you’d think
Fear reigns supreme in investment decisions. Often, that fear drives people to sell–exactly when they shouldn’t. But perhaps even more common is that fear prevents people from buying.
And the reasoning behind not buying? It’s almost always the same: “I don’t want to buy at exactly the wrong time, just ahead of a crash.”
Ok, but what would have happened if you did buy at the worst possible time?
Let’s take two examples:
First, the financial crisis from 10+ years ago. If you bought the S&P 500 at the worst possible time—the absolute top of the market in October 2007, you would have compounded at +8.6% per year through yesterday (that’s a 191% gain overall). Pretty good for terrible timing.

That includes enduring the full extent of the 2008 crash and further losses in early 2009. And it would have meant standing idly by through every single correction since. So buying at the worst possible time in 2007 was very profitable if you subsequently did nothing.
Let’s take a more recent example: February 2020. Let’s say you put all of your life savings into the S&P 500 at the worst possible time in 2020. That would have been terrible, right? Not really.
You’d be up 2.7% this year. Not so bad considering all that’s happened.
The kicker is if you owned a collection of very profitable companies instead of owning the S&P, you would have done even better in both scenarios.
Maybe the market goes down after the election. Maybe it doesn’t. But that doesn’t really matter. Why? Because owning the most profitable businesses in America is a winning strategy, given enough time.
Best regards,
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Evan McGoff
Dock Street Asset Management, Inc. is an investment adviser registered with the U.S. Securities and Exchange Commission. You should not assume that any discussion or information contained in this letter serves as the receipt of, or as a substitute for, personalized investment advice from Dock Street Asset Management, Inc.
It is published solely for informational purposes and is not to be construed as a solicitation nor does it constitute advice, investment or otherwise.
To the extent that a reader has questions regarding the applicability of any specific issue discussed above to their individual situation, they are encouraged to consult with the professional advisor of their choosing.
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Our comments are an expression of opinion. While we believe our statements to be true, they always depend on the reliability of our own credible sources. Past performance is no guarantee of future returns.

