Buying Stocks Is Always Hard

Buying stocks is always hard. Particularly during corrections. Or, near market peaks. Or, when stocks are falling. And when they are rising. Oh, buying stocks is also tricky when valuations are high. And when they are low. You get the point. There is never the right time when it comes to buying stocks.

I recently read Ted Seides’s excellent post, “The Hardest Day To Invest Is Always Today.” As Ted notes, there is always a reason NOT to invest in the financial markets.

“Today is no exception. We face heightened uncertainty from tariffs, economic conditions, valuations, private market liquidity, and crowding in alternatives. Even leading macro strategists have begun to question the durability of U.S. exceptionalism. When stocks, bonds, and alternatives appear unattractive, what’s an investor to do?”

I agree. When buying stocks, we can always rationalize why we shouldn’t. Notably, the reasoning is always sound and logical. Such is particularly true if you consistently follow an “echo chamber of negativity” on the many podcasts, blogs, and mainstream media that use fear to generate views and clicks.

For example, many investors have argued that lofty valuations will impair forward returns. The data supports that claim.

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However, valuations have permanently increased over the last 25 years due to massive fiscal and monetary interventions from Global Central Banks and Governments.

“There are many reasons why valuations have shifted higher over the years. The increase is partly due to economic expansion, globalization, and increased profitability. However, since the turn of the century, changes in accounting rules, share buybacks, and greater public adoption of investing (aka ETFs) have also contributed to the shift. Furthermore, as noted above, the massive monetary and fiscal interventions since the “Financial Crisis” created a seemingly “risk-free” environment for equity risk.”