FinancialCheckup101

What a Market Crash Right Before Retirement Really Does to Your Savings

By Kevin E. Silverman, CFA · May 22, 2026 · 6 min read

Here's an uncomfortable fact about retirement math: two retirees can earn the same average return over 30 years, withdraw the same amounts, and end up in completely different places — one comfortable, one broke. The difference is nothing but the order in which the good and bad years arrive.

Why the first five years matter most

While you're saving, a market crash is unpleasant but survivable — you're still buying, and your contributions purchase more shares at lower prices. In retirement the flow reverses. You're selling shares to pay for groceries, and selling into a down market means locking in losses on every withdrawal.

Consider a simplified example. Two retirees each start with $1 million and withdraw $50,000 a year, adjusted for inflation:

How much damage can an early crash do?

Researchers call this sequence-of-returns risk, and it's why the years just before and just after your retirement date are the most financially fragile of your life.

Historical modeling suggests that a significant bear market in the first five years of retirement — combined with fixed inflation-adjusted withdrawals — is the single most common ingredient in plans that fail. The same crash in year 15 or 20 is usually a non-event, because by then the portfolio has (in most historical paths) grown well beyond its starting value.

Years 1–5
The window where a bear market does the most permanent damage to a retirement plan — the same crash in year 15 or 20 is usually a non-event.

Five defenses retirees actually use

  1. A cash-and-bonds buffer. Holding roughly 1–3 years of planned withdrawals in cash or short-term bonds means a crash doesn't force you to sell stocks at the bottom. You spend the buffer and let equities recover.
  2. Flexible withdrawals. Plans that trim spending 5–10% after a bad year dramatically improve survival odds versus plans that withdraw a fixed inflation-adjusted amount no matter what.
  3. A rising equity glidepath. Some research supports starting retirement with a more conservative portfolio and letting the stock percentage drift up over time — putting your most defensive years exactly where the danger is.
  4. Delaying Social Security. The Social Security Administration adds delayed retirement credits of roughly 8% for each year you wait past full retirement age. A larger guaranteed check reduces how much a hostile market can take from you.
  5. Working one more year — or part-time. Nobody loves this one, but even modest income in a crash year can be the difference between selling depressed assets and leaving them alone.

The mistake is having no plan at all

None of these defenses require predicting the market. They only require deciding — before you retire — what you'll do if the first years are ugly. Most people haven't. They have a savings number and a retirement date, and their entire downturn strategy is hoping one doesn't meet the other.

Common questions

Should I move everything to cash before I retire?

Going fully to cash trades one risk for another: inflation quietly erodes purchasing power over a 30-year retirement. The defenses that hold up historically are buffers and flexibility — one to three years of spending in stable assets, with the rest still invested for growth.

What if the market crashes the year I planned to retire?

You have more levers than it feels like in the moment: retire on schedule but spend from cash reserves, trim the first years' budget, delay Social Security so the guaranteed check grows, or work part-time briefly. The plans that fail are usually the ones that never considered the question.

About the Author

Kevin E. Silverman, CFA, is a portfolio manager with more than 35 years of institutional investment experience. A small-cap value specialist, he was named Manager of the Decade three times by PSN/Informa and has served as chief investment officer for a family office and a private-equity-owned investment firm, advising both institutions and high-net-worth families. He holds an MS in Finance from the University of Wisconsin–Madison, is a CFA charterholder and past member of the CFA Society Chicago board, and teaches as an Executive in Residence at the University of Wisconsin–Milwaukee. He created FinancialCheckup101 to bring the institutional-grade thinking usually reserved for large investors to everyday households.

More about Kevin E. Silverman

Sources

  1. Delayed Retirement Credits — Social Security Administration
  2. Retirement Confidence Survey — Employee Benefit Research Institute
  3. 5 Ways Financial Planning Can Help (Modern Wealth Survey) — Charles Schwab

See exactly where you stand

Retiring in the next few years? Take a free 2-minute financial readiness check and see exactly where you stand.

Take the Free 2-Minute Check