Retirement Planning

The Retirement Risk Nobody Talks About: Sequence of Returns

By Ashley Doebert·June 14, 2026·7 min read

Two investors both retire with $500,000. Both average exactly 7% annual returns over 20 years. But one runs out of money at year 16. The other has $850,000 left.

Same average return. Same starting balance. Completely different outcomes.

The difference? The order the returns arrived in. That's sequence of returns risk — and it's the most dangerous thing in retirement planning that almost nobody explains to you. Not your HR department. Not most financial advisors. And definitely not the people selling you mutual funds.

I'm Ashley Doebert, and I've watched this play out with real clients. I've seen people retire with more than enough — and run dry before they hit 80. Understanding this risk is the first step to making sure that doesn't happen to you.

What Is Sequence of Returns Risk?

When you're accumulating — working, saving, contributing — the order of your returns doesn't matter. Have a terrible year in year 3? You have 25 more years to recover. The math is forgiving. Time is on your side.

When you're withdrawing — retired, pulling money out every month — order is everything. A major crash in the first 3–5 years of retirement can permanently cripple your portfolio, even if the market fully recovers years later.

Here's why: when the market drops 30% and you still need $25,000 to live on, you're forced to sell shares at depressed prices. Those sold shares are gone. They can't participate in the recovery. Every withdrawal during a down market digs the hole deeper — and the math compounds against you.

This is the hidden variable that the "just stay invested" crowd doesn't talk about. Staying invested works beautifully when you're not pulling money out. The moment you start withdrawing, a bear market in year one is a fundamentally different problem than a bear market in year fifteen.

The Math That Should Keep You Up at Night

Let me make this concrete. Two investors: both retire with $500,000, both withdraw $25,000 per year, both average 7% over 20 years. Investor A gets the bad years early (matching the 2000–2002 pattern). Investor B gets the same returns in reverse order — good years first.

Year Market Return Investor A Balance Investor A Withdrawal Investor B Balance Investor B Withdrawal
1 −30% $325,000 $25,000 $590,000 $25,000
2 −15% $251,250 $25,000 $606,700 $25,000
3 −5% $213,688 $25,000 $624,685 $25,000
4 +12% $214,330 $25,000 $674,047 $25,000
5 +18% $227,909 $25,000 $770,376 $25,000
6 +22% $253,049 $25,000 $914,858 $25,000
7 +15% $266,006 $25,000 $1,026,587 $25,000
8 +10% $267,607 $25,000 $1,104,246 $25,000
9 +8% $264,015 $25,000 $1,167,586 $25,000
10 +5% $252,216 $25,000 $1,200,965 $25,000
11 +5% $239,827 $25,000 $1,236,013 $25,000
12 +8% $234,013 $25,000 $1,309,894 $25,000
13 +10% $232,414 $25,000 $1,415,883 $25,000
14 +15% $242,276 $25,000 $1,603,265 $25,000
15 +22% $270,577 $25,000 $1,930,983 $25,000
16 ⚠️ +18% $294,281 → $0* DEPLETED $2,253,560 $25,000
17–20 +12% avg — No income ~$852,000 $25,000/yr

*Illustrative projection based on sequence patterns similar to 2000–2002. Actual results vary. Not a guarantee of future performance.

Same average return. Same withdrawal amount. Investor A is broke at 81. Investor B has over $850,000 and is still generating income. The only difference was when the bad years hit.

Want to run your own numbers? Try our market loss calculator to see what a crash in year one would actually cost you.

Why Traditional Advice Fails Here

The standard advice is "stay invested, it'll come back." And I get it — historically, the market has always recovered. But that advice has a critical assumption buried inside it: that you're not withdrawing money during the downturn.

When you're 65 and withdrawing $25,000 a year, a 30% crash in year one means you're selling shares at depressed prices just to pay your bills. You're not "riding it out." You're crystallizing losses every single month. Those sold shares can't recover — they don't exist anymore. The market coming back only helps the shares you still own.

This is why I always point people to this post on waiting for the market to come back — the math of recovery looks very different when you're withdrawing versus accumulating.

And don't count on bonds to save you. 2022 was a brutal reminder that bonds and stocks can fall together. The classic 60/40 portfolio lost 17% in 2022. The cushion that was supposed to protect you wasn't there. The sequence risk was still present, and people who thought they were protected found out they weren't.

The 4% Rule Is Based on Historical Data That May Not Apply

You've probably heard of the "4% rule" — withdraw 4% of your portfolio per year, and your money should last 30 years. It's cited constantly. What doesn't get cited as often: where that number came from.

The 4% rule was derived from US historical returns during one of the most exceptional periods of market performance in human history. It assumes you got reasonably lucky with your sequence — that the first decade of your retirement wasn't catastrophic. It was built on returns that today's retirees may not see again.

Today's retirees face a different reality: higher starting valuations (which historically predict lower forward returns), lower expected bond yields, longer retirements of 30–35 years instead of 20, and increasingly no pension to backstop everything. Many financial researchers now argue the safe withdrawal rate is closer to 3% — not 4%.

On a $500,000 portfolio, that's the difference between $20,000 per year and $15,000 per year. That's a real income cut. And it's driven entirely by sequence risk and the environment you retire into — not by how hard you worked or how smart you saved.

What Actually Protects You from Sequence Risk

There are three real strategies I use with clients, and I'll be honest about the trade-offs in each one.

1. A cash buffer. Keep 1–2 years of living expenses in cash or a money market account. When the market drops, you draw from the buffer instead of selling shares. Simple, understandable, and genuinely effective for short downturns. The downside: that cash isn't working hard. In a prolonged bear market (think 2000–2002 or 2008–2009), a two-year buffer runs out before the market fully recovers.

2. The bucket strategy. Divide your portfolio into three buckets: short-term cash (1–3 years of expenses), medium-term stable income (bonds, CDs), and long-term growth (equities). You spend from short-term first, refilling from medium-term when needed, so you're theoretically never forced to sell growth assets in a crash. It's better than no plan — but it requires active management, disciplined rebalancing, and still doesn't fully protect against a prolonged bear market that depletes your medium bucket before recovery.

3. A floor strategy with a Fixed Indexed Annuity (FIA). This is what I actually build for clients. The core idea: protect a portion of your portfolio with a product that has a 0% floor. In a crash year, that portion grows nothing — but loses nothing. You draw from it during the recovery period, leaving your growth assets untouched and fully positioned to participate when the market comes back.

The FIA's 0% floor isn't glamorous. You give up some upside in great years. But in exchange, you never have a year where the market drops 38% and you're forced to sell your recovery shares to pay your mortgage. That forced sale is the exact mechanism that depletes Investor A's portfolio. Eliminate it — and the math changes completely.

This isn't about pulling money out of the market entirely. It's about creating a protected income floor so you're never in the position of selling growth assets at the worst possible moment. Your growth portfolio can ride out the downturn. Your protected floor funds your life while you wait.

What I've Seen with Real Clients

I've seen clients retire in 2008 with solid portfolios and adequate savings — by every conventional measure, they were ready. By 2019, some of them were running dangerously low. Not because of lavish spending. Not because of bad luck. Because they were withdrawing during a crash, and the math compounded against them for years before anyone helped them understand what was happening.

I've also seen clients who built a floor strategy before they retired in 2008. Their FIA portion didn't drop. They drew from it during the recovery. Their equity portfolio — untouched — came back fully. Fifteen years later, their principal is largely intact and they're still generating income.

The difference wasn't picking better stocks. It wasn't a higher risk tolerance. It was eliminating the forced-sale problem before it could happen.

Sequence of returns risk is solved by structure, not by willpower. You can't "stay the course" if selling is your only option. And you need a plan in place before the crash — not after, when it's already too late to protect the shares you've already sold.

If you're within 10 years of retirement — or already there — this is the conversation I'd want to have with you. Not a sales call. An honest look at your retirement math: your withdrawal rate, your sequence exposure, and what a floor strategy would actually change for your situation. You bring the numbers you have. I'll show you what I see.

And if you want to do some homework first, the retirement hub has the full picture, including how FIAs work, rollover options, and Social Security strategy. There's also a free estate planning checklist — because sequence risk isn't the only thing that needs to be in order before you retire.

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Bring your retirement numbers — savings, withdrawal estimate, timeline. I'll show you your sequence exposure and what a floor strategy would change. No pitch, no pressure. Just honest retirement math.

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