Spiros Vassilakos · CEO & Private Wealth Advisor

Two retirees can retire on the same day with identical portfolios and the same average annual return over twenty years, and still end up in very different financial positions. The difference often comes down to timing: when the good years and bad years happen relative to when withdrawals begin. This is called sequence of returns risk, and it is one of the most overlooked threats to a retirement income plan.
Understanding this risk matters most in a specific window: roughly five years before retirement through the first five to ten years after. During this stretch, a market downturn does far more damage than the identical downturn would do earlier in your career or later in retirement. The reason is simple but easy to miss: you are now withdrawing money at the same time the portfolio is trying to recover.
Sequence of returns risk describes what happens when poor investment returns occur early in retirement at the same time you are drawing income from your portfolio. Investor.gov, the SEC's investor education site, defines this as the risk that the timing of returns, not just their average, can affect how long a portfolio lasts.
During your working years, while you are contributing to savings rather than withdrawing from them, the order of returns matters much less. A down year followed by an up year generally nets out close to an up year followed by a down year, because there are no withdrawals forcing you to lock in losses. Once withdrawals begin, that symmetry breaks down. Selling shares after a decline to generate income permanently reduces the number of shares left to benefit from the eventual recovery.
The years immediately before and after retirement are often called the retirement red zone by planners, because a portfolio is typically at its largest dollar value right when withdrawals start, and there is no longer a paycheck to cushion a downturn. The SEC specifically cautions retirees to consider more conservative withdrawal approaches in these early years, when market swings and return uncertainty carry the most weight.
There is no single government-mandated cutoff that defines this window. Different researchers describe it as the first five years of retirement, the first five to ten years, or the five years before and five years after the retirement date. Regardless of the exact boundary, the underlying idea is consistent: the earlier in retirement a downturn hits while withdrawals are underway, the more lasting the damage tends to be, because there are fewer remaining years for the portfolio to recover and fewer future contributions to offset the loss.
Consider two hypothetical retirees, each starting with the same portfolio balance and each withdrawing the same income each year, adjusted for inflation. Over a twenty year retirement, both portfolios experience the exact same set of annual returns, just in a different order.
Retiree A experiences several strong market years right at the start of retirement, followed later by a rough stretch. Because the portfolio grew before the downturn arrived, withdrawals in the weaker years came from a larger base, and the account was able to absorb the dip.
Retiree B experiences the same rough stretch first, in years one through five, before the strong years arrive later. Because withdrawals were being taken while the portfolio was already shrinking, more shares had to be sold at lower prices to generate the same income. By the time the strong years finally showed up, there was a smaller base left to benefit from them.
“Both retirees earned the exact same average annual return over the full twenty years. Only the order was different.”
Yet Retiree B could end up with meaningfully less money, or could even run out of savings earlier, purely because of when the weak years landed. This illustration is hypothetical and is meant only to demonstrate the mechanics of sequencing, not to predict any specific market outcome or guarantee any result.
While no one can control when markets rise or fall, there are concrete steps pre-retirees and retirees can put in place well before this window opens.
One widely used approach involves setting aside enough cash and short-term, high-quality bonds to cover several years of planned withdrawals. The idea is that if equities decline, you can draw from the reserve instead of selling stocks at depressed prices, giving the equity portion of the portfolio time to recover before it is tapped again.
A rigid withdrawal amount that increases with inflation every year regardless of market conditions can compound the damage of an early downturn. A more flexible approach, such as trimming withdrawals modestly in a down year or delaying a planned increase, can reduce how much is sold at depressed prices.
Spreading assets across different types of investments, rather than concentrating in a single asset class, can help reduce the chance that a single market decline forces withdrawals from the worst-performing part of the portfolio at the worst possible time.
For those with flexibility, working a bit longer, reducing hours, or transitioning gradually rather than retiring on a single date can shrink the number of years a portfolio is exposed to early sequence risk, and can also reduce how much needs to be withdrawn in those critical first years.
A written retirement income plan that spells out withdrawal order across taxable, tax-deferred, and Roth accounts, along with rules for when to draw down the cash reserve and when to refill it, gives you something concrete to follow in a downturn instead of making decisions under stress. Ongoing portfolio monitoring in the years immediately before and after retirement is particularly important, since this is when the stakes of sequencing are highest.
Sequence of returns risk is not something a household can eliminate, but it is something that can be planned for. If you are within five to ten years of retiring, already retired, or guiding a business succession that will affect your own retirement timeline, it is worth reviewing how your current withdrawal strategy, cash reserves, and asset allocation would hold up against an early downturn. Every family's situation is different, and a personalized retirement income plan looks different depending on your goals, other income sources, and risk tolerance. If you would like to talk through how this applies to your own plan, we welcome the conversation.
This piece is adapted from The Audible Advisor, hosted by Spiros Vassilakos. It is educational in nature and is not individualized investment, tax, or legal advice.
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