Rev Up Your Wealth & Co. with Dawn O'Brien
Retirement Planning May 12, 2025

Are Stock Market 'Averages' a Big Lie? Why Avoiding Losses Might Be Your Retirement Superpower

The stock market 'averages' your advisor quotes may be hiding the truth about your retirement savings. Learn why protecting against losses matters more than chasing gains.

Dawn O'Brien

Dawn O'Brien

Founder, Rev Up Your Wealth & Co.

Let me ask you something: do you really understand what your financial advisor means when they talk about “average returns”? Because the numbers financial companies report as averages may not reflect reality — and they could be obscuring the actual performance of your investments.

I was deeply influenced by Patrick Kelly’s book Stress-Free Retirement, and one of his most powerful lessons is about how reported average returns can be dangerously misleading.

Never Underestimate the Power of Zero

Here’s a simple example that illustrates the problem:

An investor places $1,000 into the market.

  • Year one: A -50% return reduces the account to $500
  • Year two: A +50% gain on that $500 brings it to $750

The mathematical average? 0% — calculated as (-50% + 50%) / 2.

But the actual outcome? A 25% loss. Despite what sounds like a neutral average, you lost a quarter of your money.

This is not a hypothetical edge case. This is how math works, and it’s happening inside real portfolios every day. It’s one reason why rethinking your retirement savings approach is so important.

The takeaway: avoiding losses entirely may be superior to chasing maximum gains.

Consider this scenario: if you could eliminate just the negative years from S&P 500 performance between 1999 and 2011, you would have produced 36.1% cumulative gains instead of a 14.4% loss over twelve years — even with capped upside potential.

Read that again. Simply by removing the losing years and accepting modest gains, you’d turn a losing decade into a winning one.

Protecting your downside and striving to avoid negative years represents a more effective path to retirement security than pursuing aggressive returns alongside market volatility. The power of zero — never losing money in a down year — is one of the most underrated concepts in retirement planning. Products like indexed annuities are built on exactly this principle.

If this changes the way you think about your retirement strategy, use our retirement gap calculator to see where you stand — and I’d love to have a conversation about what options might be available to you.


Schedule a free consultation to discuss how this applies to your situation.

Dawn O'Brien

Dawn O'Brien

Founder, Rev Up Your Wealth & Co.

With over 20 years in the finance industry, Dawn founded Rev Up Your Wealth to provide heart-centered, educational guidance rooted in clarity and trust. Her mission: empowering people to think differently, build intentionally, and create lives rooted in purpose, choice, and legacy.

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