Portal
Let's talk
  • What we do
    • Wealth management services
    • Our approach
    • Working together
  • About us
    • Our team
    • Our company
    • Community engagement
    • News and events
  • Insights
  • Careers
  • Contact us
  • Portal login
  • Disclosures
The latest insights
  • The midterms and your portfolio: what history tells us
  • Separately Managed Accounts: What they are and when they make sense
  • All-time high? Or just another Thursday?

Timing is Everything?

March 21, 2018
Author: Dougal Williams, CFA

You’ve heard it before: timing is everything.

The idea is certainly appealing: Buy an investment at or near the bottom, sell it at or near the top, and repeat. With markets near all-time highs and a wave of fresh volatility washing over their psyches, investors today may be even more attracted to a market timing approach.

The problem, of course, is only with the benefit of hindsight are such market peaks and troughs clearly visible.

What does hindsight tell us?

The Right Time to Invest

To answer that question, we used S&P 500 monthly return data from January 1988 through December 2017 to identify the best and worst times to invest each year. We then compared two different paths a “lucky” and “unlucky” investor took.

Consider the Lucky Investor. She starts with $100,000 thirty years ago and adds $10,000 per year. Each calendar year, she adds to her portfolio at just the right time—when stock prices are at their lowest—and never sells.

From 1988 through 2017, this Lucky Investor amassed a nest egg worth nearly $3.8 million. From her initial $100,000, that represents a compound annual return of nearly 12.9%.

Not So Unlucky After All

By contrast, the Unlucky Investor starts with the same $100,000 and invests $10,000 at the market peak each year for 30 years. At the end of 30 years, he’s earned 12.7% per year for an ending wealth of nearly $3.7 million. That’s just 3% less than the ending wealth of his “lucky” counterpart—a marginal difference over thirty years.

For those no longer adding to their portfolios but rather living off their nest eggs, the story is much the same: Whether making annual withdrawals when prices are at their highest or at their lowest, ending wealth is similar over a typical retirement horizon.

Time Is Everything

Will markets stumble in the future? That’s not a matter of if, but when. Will we know the exact cause or timing? Of course not. But the investor who gets and remains invested—regardless of “lucky” or “unlucky” timing—has the best chance of a successful investment experience.

The bottom line is, it is time in the market, not timing the market that matters most.

Dougal Williams, CFA

Connect with Dougal


Article tags
Market timing

Related articles
Investing

The midterms and your portfolio: what history tells us

November 5, 2026By Alex Canellopoulos, CFA, CFP®

Stocks have advanced under Republican, Democratic, and mixed control of Congress. The evidence favors staying invested and diversified over reacting to elections.

Investing

Separately Managed Accounts: What they are and when they make sense

October 19, 2026By Alex Canellopoulos, CFA, CFP®

Separately managed accounts offer direct ownership of individual securities, which can create added tax-management opportunities for investors whose circumstances warrant it.

Investing

All-time high? Or just another Thursday?

September 11, 2026By Joe Rayburn, CFP®

New market highs can feel unsettling, as if stocks can’t climb any higher. But history shows something different. We look at the data, and why staying the course is key.

Subscribe to agenda-free news, tips, and analysis, delivered to your inbox.

This field is for validation purposes and should be left unchanged.
  • Legal Disclosures
  • Form CRS
  • Client Portal
  • Cookie Policy
  • Legal Disclosures
  • Form CRS
  • Client Portal
  • Cookie Policy
  • Legal Disclosures
  • Form CRS
  • Client Portal
  • Cookie Policy
Contact us
© Vista Capital Partners 2026. 100% employee-owned.
Manage Consent

We use cookies to track website performance. View our Privacy Policy for details.

Functional Always active
The technical storage or access is strictly necessary for the legitimate purpose of enabling the use of a specific service explicitly requested by the subscriber or user, or for the sole purpose of carrying out the transmission of a communication over an electronic communications network.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics
The technical storage or access that is used exclusively for statistical purposes. The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing
The technical storage or access is required to create user profiles to send advertising, or to track the user on a website or across several websites for similar marketing purposes.
  • Manage options
  • Manage services
  • Manage {vendor_count} vendors
  • Read more about these purposes
View preferences
  • {title}
  • {title}
  • {title}