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Is My Retirement Portfolio Too Aggressive? 5–10 Years Out

Five to ten years from retiring, the question is no longer average return. It is what a crash would cost you in dollars, and when it would hit. Here is how to check, with real crash data.

Key takeaways

  • It is too aggressive if a 2008-style drop would delay your retirement or push you to sell at the bottom. The S&P 500 fell 56% in 2007–09 in Exent’s data: about $282,000 on an illustrative $500,000.
  • Sequence risk is the main danger near retirement: the same returns do more damage when the losses come just before or just after withdrawals start.
  • Bonds cushioned some crashes but not all. In 2022 the AGG bond ETF fell 15.9% peak to trough while the S&P 500 fell 25.4% (Exent’s data).
  • Measure risk in dollars and in years of planned spending, not in percentages.

How do I know if my retirement portfolio is too aggressive?

Your portfolio is too aggressive if a realistic crash would change your retirement date or your spending. Volatility on its own is not the problem. The problem is a large loss landing at the moment you need the money.

Ten years out, a 30% drop is painful but there is time to recover. Two years out, the same drop can mean selling holdings at low prices to fund living costs. So the test changes as retirement gets closer. Ask how much you could lose in dollars, and how many years of planned withdrawals that loss represents.

What should I check 5–10 years before retiring?

  • Your stock share: what percent of the total is in stocks and stock funds, counting every account (401(k), IRA, taxable).
  • Crash loss in dollars: replay 2008, 2020 and 2022 on today’s holdings and write the dollar loss down.
  • Years of spending at risk: divide that loss by your planned yearly withdrawals.
  • Your cushion: how much sits in cash and short-term bonds that you could spend without selling stocks in a downturn.
  • Concentration: any single stock or sector above roughly a tenth of the portfolio, including employer stock.
  • Bond type: long-term bonds behaved very differently from short-term bonds and cash in 2022.
  • Overlap: several funds that hold the same large companies are one bet, not several.

What would a crash cost me in dollars?

Convert every percentage into money. The table uses peak-to-trough declines from Exent’s data, as of Sep 30, 2026, applied to an illustrative $500,000 held entirely in one asset.

CrisisS&P 500 (SPY)On $500,000US bonds (AGG)On $500,000
Global financial crisis, 2007–09−56.5%−$282,000−14.6%−$73,000
COVID crash, 2020−34.1%−$171,000−9.6%−$48,000
Inflation bear market, 2022−25.4%−$127,000−15.9%−$79,000
Tariff selloff, 2025−19.0%−$95,000−1.8%−$9,000
  • Global financial crisis, 2007–09
    S&P 500 (SPY)
    −56.5%
    On $500,000
    −$282,000
    US bonds (AGG)
    −14.6%
    On $500,000
    −$73,000
  • COVID crash, 2020
    S&P 500 (SPY)
    −34.1%
    On $500,000
    −$171,000
    US bonds (AGG)
    −9.6%
    On $500,000
    −$48,000
  • Inflation bear market, 2022
    S&P 500 (SPY)
    −25.4%
    On $500,000
    −$127,000
    US bonds (AGG)
    −15.9%
    On $500,000
    −$79,000
  • Tariff selloff, 2025
    S&P 500 (SPY)
    −19.0%
    On $500,000
    −$95,000
    US bonds (AGG)
    −1.8%
    On $500,000
    −$9,000

Illustrative dollar figures, rounded. Mixing the two changes the picture. In Exent’s hypothetical backtest of a 60/40 mix of SPY and AGG, rebalanced monthly from July 2016 to September 2026:

Monthly data, Jul 2016–Sep 2026S&P 500 (SPY)60/40 SPY/AGG60/40 on $500,000
COVID drop, 2020−19.4%−11.5%−$57,500
Calendar year 2022−18.2%−15.8%−$79,000
Largest drawdown−23.9%−20.0%−$100,000
Annual growth rate15.2%9.5%

Monthly data smooths out the worst days, so these drops look smaller than the peak-to-trough figures above. The pattern still holds: the bond share cut the COVID loss by about 40%, but helped far less in 2022, when bonds and stocks fell together. More on that in is the 60/40 portfolio dead? and on the 60/40 strategy page.

What is sequence risk and why does it matter now?

Sequence risk is the danger that bad years arrive early in retirement, while you are withdrawing. Without withdrawals, the order of returns does not change the end result. With withdrawals, it does, because you sell more shares when prices are low.

Illustrative: $1,000,000, $50,000 withdrawn at the start of each year, the same three returns in a different order.

Order of returnsAfter 3 years, no withdrawalsAfter 3 years, with withdrawals
−20%, +10%, +10% (crash first)$968,000$804,100
+10%, +10%, −20% (crash last)$968,000$835,600

Same returns, $31,500 apart after three years. Illustrative only, not a forecast. The gap grows with bigger losses and longer periods.

Common mistakes near retirement

  • Judging risk by the last few years. Strong recent returns make a high stock share feel safe. Check 2008, not just 2024.
  • Assuming all bonds are safe. Long-term bonds fell hard in 2022. Bond type and duration matter.
  • Counting accounts separately. A cautious IRA next to an aggressive 401(k) can add up to more risk than you think.
  • Swinging to all cash. A retirement can last decades, and inflation is a risk too. See how much cash to hold.

How do I get a second look at my portfolio?

Start with a crash replay on your actual holdings. You can do it by hand with the steps in our portfolio stress test guide. Apply each holding’s fall in 2008, 2020 and 2022 to its current value, add the results, and note which positions drive most of the loss.

The right stock share for you depends on your spending, pensions, Social Security timing, taxes and health. Those are personal decisions. A fee-only, fiduciary financial planner can help you weigh them. See also asset allocation by age.

How to replay a crash on your holdings with Exent

  1. Upload a screenshot or file of your holdings (CSV, Excel, PDF or Google Sheet); no brokerage login.
  2. Exent replays the portfolio through 2008, 2018, 2020, 2022 and 2025 and shows which positions drive the loss in dollars.
  3. Try a different stock and bond split in the what‑if simulator and compare the crash losses before you change anything.

Exent is our product. Educational content, not investment advice.

Frequently asked questions

It is too risky if a crash like 2008 or 2022 would force you to delay retirement or sell at low prices. Replay those crashes on your holdings and compare the dollar loss with your planned withdrawals.

In Exent’s hypothetical backtest, a 60/40 mix of SPY and AGG rebalanced monthly lost 15.8% in calendar 2022, against 18.2% for SPY. Bonds fell alongside stocks that year.

It is the risk that large losses arrive early in retirement while you are withdrawing money. You sell more shares at low prices, so the portfolio may not recover as fully as it would without withdrawals.

That is a personal decision that depends on your spending, other income and taxes. Historically, bonds cushioned some crashes, such as 2020, but not the 2022 bear market. A fee-only planner can help you decide.

Multiply your stock share by a past crash. The S&P 500 fell about 56% peak to trough in 2007–09 in Exent’s data, so $300,000 in stocks would have dropped by roughly $169,000 (illustrative).

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Educational content, not investment advice. Examples are illustrative; past performance does not guarantee future results.

DISCLAIMER: Exent AI is an informational research platform and does not provide investment advice, financial advice, or act as an investment adviser, broker-dealer, or fiduciary. All content, analytics, and model outputs are provided for educational and informational purposes only and should not be relied upon as a recommendation to buy, sell, or hold any financial instrument. Investing involves risk, including the possible loss of principal. Exent AI does not execute trades, hold customer funds, or provide brokerage services. Past performance and hypothetical results are not indicative of future results. Third-party data and AI-generated outputs may be incomplete or inaccurate.