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Retirement

The Retirement Risk Most People Miss: Timing

March 25, 2026
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The Retirement Risk Most People Miss: Timing

Most people think the biggest risk in retirement is a market crash.

But the real risk isn’t if the market drops.

It’s when it drops.

Because a downturn early in retirement can do far more damage than the exact same downturn later on.

What Is Sequence of Return Risk?

There’s a concept every retiree should understand:

Sequence of return risk.

It simply means the order of your returns matters — not just the average.

During your working years, market timing matters less because you’re still contributing.

In retirement, you’re withdrawing.

And that changes everything.

Same Returns, Different Outcomes

Imagine two retirees:

  • Both start with $1 million
  • Both withdraw the same amount each year
  • Both earn the same long-term average return

The only difference?

One experiences a market drop in year one.
The other experiences it years later.

Even with identical averages, their outcomes can be completely different.

Why?

Because early losses shrink the portfolio before it has time to grow — and withdrawals lock in those losses.

Why Early Losses Hurt So Much

When a downturn happens early in retirement:

  • Your portfolio drops immediately
  • You still need to withdraw income
  • Future growth happens on a smaller base

That combination is powerful.

Every dollar withdrawn after a loss has a bigger impact.

And once investments are sold at lower prices, those shares are gone — they don’t recover.

That’s how a solid plan can start to break down, even when long-term returns look fine on paper.

Why This Feels So Unfair

This is one of the hardest parts of retirement planning:

You can do everything right — and still be affected.

You didn’t overspend.
You didn’t panic.
You didn’t take unnecessary risk.

You just retired at the wrong point in the market cycle.

That’s why this risk catches so many people off guard.

How to Protect Against It

The goal isn’t to predict market crashes.

It’s to build a plan that can handle them.

That usually includes:

1. A cash buffer
Having a few years of expenses set aside helps avoid selling investments during downturns.

2. Time-based allocation
Short-term needs are protected, while long-term assets stay invested for growth.

3. Spending flexibility
Even small, temporary adjustments during bad markets can significantly improve outcomes.

4. Reliable income sources
Social Security, pensions, or other income streams reduce pressure on your portfolio.

Plan for Imperfect Timing

Market downturns are normal.

What matters is whether your plan assumes perfect timing — or prepares for imperfect reality.

Because in retirement, success isn’t about avoiding volatility.

It’s about making sure volatility doesn’t control your lifestyle.

What Actually Matters

The biggest retirement risk isn’t always obvious.

It’s not just market returns — it’s when those returns happen.

And once you understand that, the focus shifts:

From predicting the market
→ to building a plan that can withstand it

Because the goal isn’t perfect conditions.

It’s a retirement that still works — even when conditions aren’t.

Registered Representative of Sanctuary Securities Inc. and Investment Advisor Representative of Sanctuary Advisors, LLC.– Securities offered through Sanctuary Securities, Inc., Member FINRA, SIPC. –  Advisory services offered through Sanctuary Advisors, LLC., an SEC Registered Investment Advisor. – Theorem Wealth Management is a DBA of Sanctuary Securities, Inc. and Sanctuary Advisors, LLC. This communication has not been reviewed for completeness or accuracy, does not necessarily reflect the views of Sanctuary Securities, Inc. or Sanctuary Advisors, LLC., and is not a recommendation or endorsement of any product, service, or issuer. Third party posts do not reflect the views of Theorem Wealth Management or Sanctuary Securities, Inc. or Sanctuary Advisors, LLC., and have not been reviewed for completeness and accuracy. All further communications from this representative must be sent from and received by johnathan@theoremwm.com. For additional information, please refer to one of the following consumer websites: www.FINRA.org, www.SIPC.org.