Retired In A Bear Market: The Hidden Benefit Nobody Talks About

by | Nov 6, 2026 | Personal Finance | 0 comments

Retired In A Bear Market: The Hidden Benefit Nobody Talks About

As my public equity portfolio gets obliterated thanks to being overweight tech stocks, something interesting happened. Once I stopped feeling sorry for myself, I started to look on the bright side.

We’re not in an official bear market, yet. But plenty of individual tech names have already fallen by over 20%, and when you’re overweight those names, the index’s official status doesn’t matter much.

So I thought it might be helpful for those who are retired, or who are close, to discuss the positives of going through a bear market. We’ll also review how long corrections usually last so we can better prepare.

The Wealth Effect Was Numbing A Lot Of Pain

As the midterm elections showed, a lot of people are not happy with the way our country has been led. But the discontent didn’t appear overnight. The stock market was simply acting as a giant dose of Novocain.

As long as stocks kept going up, we could more easily bear higher oil prices, higher food prices, higher housing costs, higher college tuition costs, and explosive medical costs. After all, our investment returns were growing faster than inflation. A $9 dozen of eggs stings a lot less when your brokerage account is up $50,000 for the year.

But that tolerance for rising costs disappears the moment our investments start losing money. Suddenly, the eggs feel personal.

When the wealth effect vanishes, consumers cut back. Fewer dinners out. Fewer vacations. The new car gets pushed out another year. With declining corporate profitability, companies accelerate layoffs to protect margins. The newly unemployed tighten spending even further.

Rinse and repeat until economists officially declare a recession six months after everybody already felt it.

If you see the writing on the wall, you want want to get ahead of the layoffs by negotiating your own severance package. If you do, you will probably have an easier time getting a much better exit offer than being lumped with the masses.

Sequence Of Returns Risk Is The Real Fear For Retirees

If you’re newly retired, your biggest fear is sequence of returns risk. That’s the risk of suffering big losses early in retirement while you’re also withdrawing money to live on. Do that for too long and your portfolio may never recover.

Lose enough and you get forced back to work. Nobody who has tasted freedom wants to return to Monday morning status meetings and performance reviews from someone half their age.

Retirees who live off their investments should feel a bear market more than the average worker. We don’t have a paycheck to cushion the blow. We may not have much spare cash flow to buy the dip either.

But here’s the key point. If your investments can survive the correction or bear market, you should actually feel good during a downturn. Not ecstatic, but relatively good.

How do you know if you can survive? Run through this quick checklist:

  • You have over one year of living expenses in cash or Treasury bills, so you never have to sell stocks at the lows.
  • Your passive income from rentals, bonds, and dividends covers a meaningful chunk of your expenses.
  • You can cut discretionary spending by 20% to 30% without feeling miserable.
  • If stocks fell another 35% from here, you might still wake up at 2am in cold sweats, but you can sitll pay your bills.

How Long You’ll Have To Gut It Out

So how long will the pain last? History offers some comfort, provided you have the patience of a parent waiting for a toddler to put on his shoes.

According to Capital Group, the S&P 500 has dropped 10% or more about once every 18 months since 1954. A 20%+ bear market shows up about once every six years.

In other words, if you plan on a 40-year retirement, expect roughly 25 corrections and six or seven bear markets. Declines are the price of admission, not a sign the world is ending. Get used to them.

Decline How often it happens Average length, high to low
5% or more About twice a year 46 days (1.5 months)
10% or more (correction) About once every 18 months 133 days (4.4 months)
15% or more About once every 3 years 247 days (8 months)
20% or more (bear market) About once every 6 years 402 days (13 months)

Source: Capital Group, S&P 500 data from 1954 through 2025.

Hartford Funds, using Ned Davis Research data going back to 1928, counts 27 bear markets. Stocks fell 35% on average and took 289 days, or about 9.6 months, to hit bottom.

Bear markets were far more common during the Depression era. Since 1945, there have been 15, or one about every 5.1 years.

Two caveats before you get too comfortable. First, these figures measure peak to trough. Getting back to your old high takes longer. Second, the 1973 and 1980 bear markets each dragged on for more than 600 days. Averages are nice until you’re living through the outlier.

The Stock Market Always Recovers

But here’s the part that should make retirees feel better. Every S&P 500 correction since 1929 has been followed by a recovery, and the average return in the first year after the bottom was 52%.

Hartford also found that about 42% of the S&P 500’s strongest days over the past 20 years occurred during bear markets. Sell in a panic and you’ll likely miss the rebound.

My takeaway: plan on gutting out roughly 12 to 18 months of pain from peak to trough, with a longer tail to fully recover. That’s why the one to two years of cash is fine, especially with interest rates still high.

The Less You Work, The Better You Feel

The existential dilemma of a bear market is this:

  1. Do you work harder and risk running in place, or even losing money?
  2. Or do you work less, play more golf, pickleball, and poker, and spend more time with your kids, because there’s no longer much point to the grind?

The correct answer is to work less hard and YOLO more. Let me explain using a concept I call Return On Effort (ROE).

During a bull market, working less hard actually increases your Return On Effort because your investments provide most of the returns. Unless you have a sales job or some other role tightly correlated to performance, an extra 15 hours a week rarely moves the needle. You’re better off riding the organization’s growth.

During a bear market, working hard to run in place or lose money makes even less sense. There’s nothing you can do to stem declining consumer confidence, new socialist policies, higher taxes, and so forth. Your boss isn’t handing out raises while revenue is falling. See Google’s collapse after having such a huge lead in the AI race.

If anything, your extra effort earns you the privilege of doing the work of three colleagues who just got laid off. Congratulations on your 0% raise.

So you work less hard to protect your declining Return On Effort. Not because you’re lazy. Because you’re rational.

With this logic in mind, who works the least? The unemployed, the traditional retiree, and the early retiree.

Therefore, so long as your investments can withstand the beating, you’re going to be just fine.

Happiness is relative. During a bull market, plenty of early retirees feel a twinge of FOMO watching former colleagues get promoted and cash fat RSU checks. During a bear market, that FOMO flips. Nobody envies the guy grinding through a reorg while his stock comp gets cut in half.

Silver Linings Of A Bear Market For Everyone

Whether you’re retired or still grinding away, a downturn offers some real perks.

1) Things get cheaper. When demand falls, so do prices for travel, hotels, and eventually real estate. Retirees with flexible schedules can travel off-peak and score deals that working parents can only dream about. Workers looking to buy their first home may finally face less competition.

2) You get to shop the sale. Retirees with passive income and a cash buffer get to buy when others are forced to sell. Being a liquidity provider during a panic is how fortunes are made. Workers get an even steadier advantage. Every paycheck and 401(k) contribution now picks up more shares at lower prices. Steady income plus a long time horizon makes you the natural buyer in a bear market.

3) Your kids get to buy the dip. I’ve written about how to use stock market downturns to make your kids millionaires. A child has 50+ years of compounding ahead. A 30% drop today is a rounding error by the time they’re in their 50s.

4) Tax moves get better. Tax-loss harvesting offsets future gains. Roth conversions at depressed valuations mean you pay less tax on the same number of shares, and all the recovery happens tax-free.

5) The AI hedge is doing its job. With many AI stocks down a lot, my investments stink. But there’s a flip side. If AI companies are struggling to justify their valuations, AI probably isn’t wiping out white-collar work as fast as everyone feared. That’s comforting for our kids, and for every worker wondering if their job will exist in 10 years.

6) You get humbled and build resilience. Being heavily overweight tech felt brilliant for years. Bear markets remind us we’re not as smart as we thought. Every downturn you survive makes you a calmer, better investor for the next one. If you’re still working, just make sure your emergency fund is solid, because layoffs tend to show up at the worst time.

Calm Comes From Control

You can’t control tech volatility, interest rates, or who wins elections. But you can control your time.

The market will eventually recover. It always has. When it does, the people who grinded through the downturn will be exhausted. Those of who leaned into family, friends, and fitness will be well rested and ready to deploy capital.

Go play in the park. Take your kids to the beach. A bear market is the best time to enjoy the freedom you worked so hard to build.

Related: Why It’s Better To Retire In A Bear Market Than A Bull Market

Readers, are you finding it more comforting to be retired during a downturn, or more stressful? How much of your portfolio would need to fall before you’d seriously consider going back to work? Do you agree that working less hard in a bear market is the rational move, or is that just a cop-out for the lazy? And for those still working, has the market selloff made you rethink how hard you’re grinding? Are you using the downturn to fund your kids’ investment accounts?

Build Wealth Through Every Market Cycle

If you want a roadmap for getting through downturns and coming out richer, pick up a copy of Millionaire Milestones: Simple Steps To Seven Figures, a USA Today bestseller. It covers how to keep investing when everybody else is scared, so you can reach financial independence sooner.

To get my posts in your inbox as soon as they’re published, ad-free for the first few hours, sign up here. Join 60,000+ others and sign up for my free weekly newsletter here. I’ve been writing from firsthand experience since 2009, and I’ll keep sharing what I’m seeing and doing with my own money during this downturn.

Related Posts

The Cheap FIRE Myth: Early Retirees Are Secretly Big Spenders

The Cheap FIRE Myth: Early Retirees Are Secretly Big Spenders

The popular image of a FIRE practitioner is someone eating rice and beans, clipping coupons, and driving a car older than their kids. All luxuries are shunned in order to grow their wealth as large as possible. FIRE folks are cheap and should enjoy life more critics...

How Unlimited Free Stuff from Amazon Almost Ruined My Retirement

How Unlimited Free Stuff from Amazon Almost Ruined My Retirement

– It all started last winter when I innocently posted a review for a heated vest I had bought on Amazon. I was happy with this fun new way to beat the winter and wanted to share it with others, so I gave it five stars. But soon after I clicked “Submit”, I got an email...

My Unexpected Journey to Hormone Replacement (TRT)

My Unexpected Journey to Hormone Replacement (TRT)

– As a man of Science, I’m supposed to hide my enthusiasm about this somewhat controversial subject, and instead direct you only to the peer-reviewed studies.  But man, I feel like I’ve stumbled upon the fountain of youth here. And the more I dig into the details and...

0 Comments

0 Comments

Submit a Comment

Your email address will not be published. Required fields are marked *