You've probably felt it. That nagging concern when you check your portfolio and everything looks great - maybe too great. The voice in your head asking: "Shouldn't I do something? Lock in gains? Move to safety?"

You're not alone. With markets hovering near record highs and valuation metrics flashing warning signs, many investors are wondering if now is the time to get defensive.

Let me share what the data actually tells us—and why the answer is more nuanced than you might expect.

The Valuation Question: Yes, Markets Are Expensive

Let's start with what's true. By historical standards, stocks are expensive right now.

The Shiller CAPE ratio—a measure that compares stock prices to average earnings over the past decade—currently sits at 39.74.1 The historical median? Just 16.03. We're talking about valuations more than double the long-term norm.

The concern is valid. When you pay more for each dollar of earnings, future returns typically suffer. High valuations have preceded market corrections before.

So the worry makes sense. But here's where it gets complicated.

The Problem with Valuation Timing

In 2015, the CAPE ratio was already elevated at around 27. Market forecasters warned that stocks were overvalued and returns would disappoint.

What happened next? The market delivered double-digit annual returns for most of the following decade.2

Here's the uncomfortable truth about valuation metrics: they're terrible at telling you when to act.

Think of it like this—knowing that a house is expensive doesn't tell you when its price will drop. It might happen next month, next year, or five years from now. Meanwhile, you might miss years of living in that house (or in our case, years of market returns).

Research from Vanguard found that while CAPE does have predictive power for 10-year returns, it only explains about 43% of what actually happens.3 That's meaningful, but it also means that 57% of future returns depend on factors CAPE doesn't capture.

What Actually Happens When You Try to Time Markets

This is where the data becomes striking.

You've probably heard this one: "If you miss just the 10 best days in the market, your returns get devastated."

Over the past 20 years, investors who stayed fully invested earned 58% more than those who missed just the five best-performing days in the market.4

Read that again. Missing just five days out of more than 5,000 trading days cost investors well over half their returns.

Here's what makes this particularly cruel: those best days often happen during volatile periods or right after sharp declines—exactly when your instincts are screaming at you to stay away.

Since 1988, missing the five best days would have reduced your long-term gains by 37%.5

And here's the kicker: you don't know which days those will be.

The "Missing Best Days" Argument: True, But Incomplete

The statistic is real. Sounds terrifying, right? Like you should never, ever leave the market?

Here's what that argument conveniently leaves out.

Cliff Asness, founder of AQR Capital Management, published a paper in 1999 (which held up perfectly over the next 25 years), pointing out something obvious that the financial industry ignores: the "missing best days" argument is completely one-sided.6

If missing the best 12 months over 27 years destroyed your returns, missing the worst 12 months increased them by almost the same amount, actually slightly more.

His conclusion? "If you time the market and all you ever do is sell everything on precisely the best days in market history, that would be bad. Put this way, it is clear that this is an obvious and one-sided statement."7

The analysis assumes you have pathologically terrible timing - that you somehow only exit on the absolute best days and never exit on bad days. That's not how anyone actually invests.

The Critical Detail: Best and Worst Days Cluster Together

Here's what really matters: the best and worst days don't happen randomly throughout calm markets. They cluster together during volatile periods.

Seven out of the 10 best days in the past two decades occurred during bear markets.8 The best days often come right after the worst days - sometimes the very next day.9

One study found that the market's best and worst months tend to be "directly adjacent in time" during market crises.10 As one analyst put it, "The worst and best market days are just like rain and rainbows. Generally, a rainbow appears only after a thunderstorm."11

So here's the real question: If you're trying to avoid the storm, how do you ensure you're back in time for the rainbow that immediately follows?

You probably can't.

What This Actually Means for You

None of this is an argument that you should try to time markets. It's an argument that the popular "don't miss the best days" statistic - while technically true - presents an unrealistic scenario.

Real investors don't make binary all-in, all-out bets on single days. And if they did try timing, they'd probably miss some good days and some bad days.

When Schwab studied different investor behaviors over 20 years, they found something revealing:12

  • The investor with perfect timing did best (obviously)

  • But the investor with the worst possible timing—who invested at market peaks every single year - still ended up with $103,986 more than the person who sat in cash waiting for the "right time"

Even terrible timing beats perfect waiting.

So What Should You Actually Do?

I know what you're thinking: "Are you saying I should just ignore valuations and do nothing?"

Not quite. Here's what actually makes sense - and here's where we get to what really matters.

Your Portfolio Exists to Achieve Your Goals—Not to Avoid Downturns

This is the most important thing I'll say: your portfolio's job is not to maximize returns. It's not to avoid losses. It's not to outperform your neighbour or beat some benchmark.

Your portfolio exists to get you to your specific financial goals with an acceptable level of risk for your timeline and circumstances.

That's it. That's the only job.

A 35-year-old saving for retirement in 30 years should have a completely different response to today's valuations than a 64-year-old retiring next year. Not because one is smarter or more risk-tolerant, but because they have different goals and different timeframes.

The Questions That Actually Matter

Instead of "Are markets overvalued?" ask yourself:

1. Does my current asset allocation still match my timeline?

  • If you're three years from needing the money with 90% in stocks, that's a problem - not because markets are expensive, but because you can't afford to wait out a recovery.

  • If you're 20 years away, elevated valuations just mean you should have realistic expectations for future returns.

2. Am I taking more risk than I need to reach my goals?

  • If your financial plan shows you'll comfortably reach your goals with a 60/40 portfolio, why are you in 90/10? The extra risk isn't helping you—it's just exposing you to unnecessary uncertainty.

  • Many investors discover they're taking significantly more risk than they need because they never actually calculated what returns they require.

3. When was the last time I rebalanced?

  • If stocks have grown to represent 75% of your portfolio when your target is 60%, sell some and rebalance. You're not timing the market—you're maintaining your plan.

  • This forces you to "sell high" without trying to predict what happens next.

4. Do I have adequate liquidity for near-term needs?

  • If you have cash you'll need in the next 1-3 years, it should already be safe - regardless of valuations.

  • If you're regularly adding to investments, having cash available means you can buy during corrections.

  • This isn't market timing - it's liquidity management.

Be Honest About Expected Returns

If there's one adjustment to make in light of current valuations, it's this: lower your return expectations for the next decade.

Historical CAPE levels like today's have been followed by below-average returns. That doesn't mean negative returns or that you should sell everything. It means:

  • Don't plan on 10% annual returns - perhaps plan for 6-7%

  • Ensure your financial plan still works with more modest assumptions

  • If it doesn't work, address that through savings rate, spending, or timeline - not by taking excessive risk, hoping for better returns

Being realistic about future returns is different from predicting the next correction.

The Real Danger Isn't What You Think

Here's what keeps me up at night as a financial advisor - and it's not high valuations.

It's investors who:

  • Make emotional decisions during volatile periods

  • Sell during corrections and miss the recovery (which often happens immediately)

  • Constantly adjust their strategy, chasing whatever worked recently

  • Confuse "doing something" with "doing the right thing"

  • Wait for the "perfect moment" that never arrives

I've watched this pattern destroy more wealth than any market crash ever has.

Since 1926, investors who held stocks for five years had positive returns 87% of the time.13 The biggest risk isn't staying invested during expensive markets. It's abandoning your plan when things get uncomfortable.

A Final Thought

Markets feel uncomfortable right now. That's normal. They often do.

But feeling uncomfortable and needing to act are two different things.

Your portfolio should be designed for your life, not designed for the market. If your current allocation makes sense for your goals and timeline, stay the course. If it doesn't - if you've drifted off course or your circumstances have changed—adjust it.

But adjust it to match your situation, not because of market predictions or valuation concerns.

The investors who have historically built lasting wealth aren't the ones who successfully dodged every correction. They're the ones who:

  • Had a plan matched to their goals

  • Stayed disciplined through uncomfortable periods

  • Maintained realistic expectations

  • Kept their eyes on their destination rather than everyone else's journey

A portfolio isn't optimized when it avoids every downturn or captures every rally. It's optimized when it reliably gets you to your goals while letting you sleep at night along the way.

That's not sexy. It won't make for interesting cocktail party conversation. But it's what actually works.

If you're wondering whether your portfolio is properly positioned for your goals - not for avoiding the next correction, but for reaching your actual destination - let's talk. Not about market predictions or tactical timing, but about whether your current strategy still matches where you're headed and when you need to get there.

Because that's the only question that really matters.

1 Current Markets (October 2025). S&P 500 Shiller CAPE Ratio. Historical median based on data from Yale University Department of Economics

2 Market analysis 2015-2025. Source: Various financial market indices and research reports on CAPE ratio predictions versus actual performance

3 Vanguard Research. "Forecasting stock returns: What signals matter, and what do they say now?" Analysis of CAPE ratio R-squared correlation with future 10-year returns

4 JP Morgan Asset Management. "Guide to the Markets" analysis covering 20-year period examining impact of missing best market days

5 Bank of America analysis (1988-present). "The cost of missing the market's best days" examining impact on long-term portfolio growth

6 Asness, Clifford S. "(So) What If You Miss the Market's N Best Days?" AQR Capital Management Perspectives, June 2025. Original paper from 1999 with 25+ year out-of-sample validation

7 Ibid

8 Momentum Wealth Planning. "Timing the Market: Why 'Missing the Best Days' is Only Half the Story." Analysis showing seven of ten best days occurred during bear markets, February 2025

9 CNBC. "Why you may miss the market's best days if you sell amid high volatility." March 2022. Research from J.P. Morgan Asset Management showing best and worst days cluster together

10 AAII Journal. "Missing the Market's Worst and Best Months." October 2017. Study documenting how best and worst monthly returns are "directly adjacent in time" during market crises

11 American Association of Individual Investors Illinois Chapter. "Missing the Best and Worst Days of The Market." Analysis by Tuchman using Bloomberg and J.P. Morgan data, May 2020

12 Schwab Center for Financial Research. "Does Market Timing Work?" Study comparing five different investment timing strategies over 20-year period, showing even worst timing outperformed waiting in cash

13 Dimensional Fund Advisors. Analysis of rolling period returns using data from Center for Research in Security Prices (CRSP), 1926-present

Keep Reading

No posts found