The perils of trying to time the market

A version of this post first appeared on TKer.co

Like most people who invest in the stock market, I too get nervous when prices are going down. When the selling gets protracted, muscle knots sometimes form in my neck and upper back.

To cope, I do my best to remember that history teaches us big sell-offs are what stock market investing is all about , and that the path to long-term riches in the stock market is riddled with stomach-churning volatility . And importantly, “ time in the market beats timing the market .”

With that said, let me tell you about a recent personal experience that confirmed to me that I’m the unluckiest market timer I know.

I bought the top, again 🤦🏻‍♂️

I consider myself lucky in many ways — except when it comes to timing the stock market .

To be clear, I do not trade actively much at all . But on rare occasions outside of regular periodic contributions to my retirement accounts, I’ve had the good fortune of having some extra cash to put to work.

I recently had one of those occasions.

On Feb. 13, I met with my accountant to do my 2024 tax returns. I learned I had some room to lower my taxable income. And one of the actions I took was contributing more to my self-employed 401(k) plan .

Wasting no time, I transferred cash to that account. And on Feb. 18, I added to my S&P 500 index fund position. The trade confirmation came in on Feb. 19.

The perils of trying to time the market

Coincidentally, Feb. 19 was when the S&P 500 last touched a record high before rapidly tumbling into the correction we are living today.

The perils of trying to time the market

Time is the unlucky market timer’s best friend ⏱️

This is not the first time I found myself with some cash to put to work.

As I wrote in the March 6, 2022 TKer , I faced similar situations in late 2015 and late 2021. Both times, I made lump sum purchases into S&P 500 index funds.

And both times, those purchases were almost immediately followed by steep sell-offs.

The 2015 purchase happened while the S&P was on the precipice of a 14% correction. The 2021 purchases happened right as the market was entering a bear market, which saw the S&P fall 25% before bottoming in October 2022 .

I am literally the unluckiest market timer I know.

The perils of trying to time the market

Fortunately, my full-time job is researching the data and writing about having exposure to stocks during the market’s ups and downs. It’s helped me keep my investment decisions very informed.

I also have a carefully thought-out personalized financial strategy that takes into account the risk of big drawdowns. Importantly, I have a time horizon that allows me to ride out the downturns as I build wealth for the long run.

OK