Market Timing: The Investment World's Most Expensive Mistake
Why Even Smart People Fall for Financial Fortune Telling
Ever notice how everyone suddenly becomes a market expert during periods of uncertainty?
"I'm waiting for things to settle down before investing.""My buddy at work pulled everything out last month—he says a crash is coming.""I read an article that said to move to cash until after the election."
These statements sound reasonable. Cautious, even. But they all have one thing in common: they're attempts at market timing—and they're likely to cost you a fortune.
What Exactly Is Market Timing?
Market timing is the strategy of moving in and out of markets (or switching between asset classes) based on predictive methods. In plain English, it's trying to sell high and buy low by predicting market movements.
It sounds so simple. So logical. So... obviously the right approach.
There's just one tiny problem: it doesn't work.
The Fortune Tellers of Finance
The investment world is full of "experts" making bold predictions. They wear nice suits, have impressive titles, and speak with absolute confidence. But how accurate are they?
Let's look at some of the biggest names in financial forecasting:
- Harry Dent: Predicted in 2006 that the Dow would hit 35,000-40,000 by 2008. Instead, we got the worst financial crisis since the Great Depression. Oops! His mutual fund eventually lost 80% of its investors' money.
- Ken Fisher: One of the largest investment managers in America wrote in January 2008: "Let me make you a solemn promise for 2008... America should do well—better than people expect." The market dropped 42.95% that year.
- Peter Schiff: Actually predicted the 2008 crash! Hero, right? Well, he also predicted:
- The Dow would drop to 4,000 in 2002 (Didn't happen)
- There would be massive inflation in 2008-2009 (Didn't happen)
- The dollar would lose 40-50% of its value in 2010 (Didn't happen)
- Gold would hit $5,000 (Still waiting...)
As investment philosopher Jane Bryant Quinn perfectly put it: "The market timing Hall of Fame is an empty room."
The World's Most Expensive Predictions
We all know that one friend who claims they "got out just before the crash" or "bought in at the bottom." Mysteriously, they never seem to show their investment statements.
This selective memory is part of why market timing myths persist. We remember the hits and conveniently forget the misses.
But research is brutal on market timers. In what may be the most exhaustive study ever done on market timing, researchers examined over 1 million market timing sequences from 1926 to 1999. The conclusion? Holding the market outperformed over 80% of market timing strategies.
And that's assuming you're better than random—which most people aren't.
Why Otherwise Smart People Fall for This
Market timing appeals to our deepest psychological biases:
- Overconfidence bias: We naturally believe we're above average at most things (especially investing).
- Recency bias: We give too much weight to recent events. If markets dropped yesterday, we think they'll keep dropping.
- Control fallacy: Humans hate randomness. We'd rather believe we can control uncontrollable events than admit we're at the mercy of chance.
- Fear of loss: Studies show the pain of losing money is psychologically about twice as powerful as the pleasure of gaining the same amount.
As Warren Buffett wisely noted: "The most important quality for an investor is temperament, not intellect."
Headlines: The Investment World's Worst Advisor
If you need a laugh, check out these actual headlines that would have kept you out of some of the best market returns in history:
- "The Death of Equities" (BusinessWeek, August 1979) — Right before the biggest bull market in history.
- "The Crash... After a wild week on Wall Street, the world is different." (Time, November 1987) — The market proceeded to rocket 31% over the next 12 months.
- "Buy Stocks? No Way!" (Time, September 1988) — Just before the greatest 10-year run in market history.
- "Will you be able to retire? With stocks plummeting and corporations in disarray, American's financial futures are in peril." (Time, July 2002) — The market was up 21% from July 2002 through June 2003.
The media's job isn't to help you make smart investment decisions—it's to get eyeballs on ads. And nothing does that better than fear.
How Much Better Is Perfect Timing? (Spoiler: Not Much)
Let's get hypothetical. What if you were somehow perfect at timing the market? How much better would you do?
Researchers at Schwab looked at five investment approaches with $2,000 invested annually for 20 years:
- Perfect Timer: Invests all money on the absolute best day (lowest price) each year
- Immediate Investor: Invests immediately at the beginning of each year
- Dollar-Cost Averager: Invests monthly throughout the year
- Worst Timer: Invests on the absolute worst day (highest price) each year
- Cash Holder: Keeps everything in cash
The results? Our hypothetical perfect market timer ended up with $87,004. The person who simply invested at the beginning of each year? $81,650—only about 6% less.
The worst timer still ended up with $72,487—much better than the cash holder's $51,291.
The lesson? Even perfect timing (which nobody has) provides surprisingly modest benefits.
The Boring, Unsexy Truth About Investment Success
The formula for investment success isn't exciting. It won't make you the star of your next dinner party. But it works:
- Invest regularly, regardless of what markets are doing
- Stay invested through the good times and bad
- Diversify broadly across global markets
- Keep costs low with index funds or ETFs
- Ignore the noise from financial media and market predictions
As Peter Lynch, who generated annual returns of 29.2% over 13 years at Fidelity, put it: "Far more money has been lost by investors preparing for corrections, or trying to anticipate corrections, than has been lost in corrections themselves."
Market Corrections: The Price of Admission
Since 1900, market corrections (drops of 10% or more) have happened approximately every year. They're not anomalies or disasters—they're the normal functioning of markets.
When a correction happens:
- The media treats it like the apocalypse
- "Experts" appear with doomsday predictions
- Your instincts scream at you to do something
- Your friends talk about "sitting it out"
But here's the kicker: Less than one in five corrections turns into an official bear market (a 20% or greater decline).
And even more importantly, every single bear market in history has eventually given way to a full recovery and new highs.
Let me repeat that: Every. Single. One.
The Bottom Line: Just Keep Buying
J.P. Morgan, the legendary banker who dominated finance in his time, was once asked by a young investor what the market would do. His response? "It will fluctuate, young man. It will fluctuate."
That's perhaps the most honest market prediction ever made.
So the next time you feel the urge to time the market because of a scary headline, a "hot tip," or a feeling in your gut—remember that the world's greatest investors don't bother with such games.
As John Bogle, founder of Vanguard, said after 55+ years in the investment business: "I not only have never met anybody who knew how to do it [time the market], I've never met anybody who had met anybody that knew how to do it."
The people who build real wealth aren't jumping in and out of markets—they're the ones who set up automatic investments, check their portfolios rarely, and spend their time doing literally anything else besides worrying about market timing.
