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Kiplinger
Kiplinger
Business
Kathryn Pomroy

How to Break Free From the 'One More Year' Trap and Actually Retire

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Thumbs up! You've done very well and saved plenty of money for a happy retirement. But, for any number of reasons — sense of identity, purpose or social connection — you just can’t say goodbye to the job.

Maybe it's because work offers structure and status that you fear retirement might not replace. Maybe it’s about staying mentally sharp, avoiding boredom or having a deep attachment to the daily grind. Unfortunately, financial security doesn’t always address these emotional or psychological needs.

About 73% of people aged 65 to 74 have left the workforce, while around 34% of people aged 55 to 64 are retired. Since the early 1990s, people have been working longer despite rising household wealth and a falling poverty rate.

So what is the one-more-year trap, and how do you overcome it?

What is the one-more-year trap?

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People stay tied to their jobs for a few key reasons, and it's not always about money. Their work often gives them a sense of identity — it's who they are, not just what they do. Leaving the workforce could feel like losing a piece of themselves. Some stay for one more year because they crave the daily grind and purpose their job provides and they fear retirement may feel like a void without that daily rhythm.

Social connections and work friendships also play a big role, as leaving means risking loneliness in retirement. Some love the mental challenge or the status their role brings and fear the possibility of boredom or irrelevance in retirement. Working one more year seems like the perfect remedy to fill the mental gap retirement can leave.

Why stay on the job when you can clearly retire?

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Staying on the job despite being able to retire often comes down to personal fulfillment, purpose or practical considerations. You may love your work, finding it meaningful or energizing, and retiring might feel like losing a part of your identity.

Financially, staying employed can further boost your already substantial savings, delay you tapping into retirement funds, or maintain benefits such as health insurance, which is projected to increase significantly. Medicare’s Hospital Insurance Trust Fund is expected to be depleted by 2036 under current trends.

On the flip side, retiring could free up time for hobbies, travel, or spending time with family, but it might also bring boredom, isolation, and a sense of loss for those who thrive on the demands of work.

It’s a trade-off: purpose and income versus freedom and leisure. The decision hinges on what drives you — security and engagement or the desire for a new chapter.

My dad, who worked his entire life to build a substantial nest egg, never actually retired, but clearly could. He worked part-time selling real estate to stay connected with the community and the friendships he’d built at work over the years. Although there were times when he hated the late hours, he just couldn’t walk away; he traded retirement for feeling needed, productive, and important.

For other people, it may be the all-too-common inability to recognize what is enough. Have I saved enough? Will we run out of money if we retire now? (The latest figures by Northwestern Mutual in the 2026 Planning & Progress Study put the magic number to retire comfortably at $1.46 million.)

Besides that, some people just can’t shake the worry bug. What if there's a recession or the stock market tanks? Hopefully, you’ve diversified, so if one part of your portfolio takes a dip, another part can shore up your finances in the meantime.

Savings by age

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According to March 2026 data from Empower, the average retirement savings for Americans in their 60s is approximately $1.23 million, with a median of about $568,000. These figures include balances from retirement accounts such as 401(k)s, IRAs, and similar plans.

According to figures by Fidelity, baby boomers had an average 401(k) balance of $249,300 and an average IRA balance of $257,002 in 2025 — far from the magic number to retire.

You too can reap the best of both worlds

Even with ample retirement savings — say, well above the $1 million range — many choose to continue working for reasons beyond money. The good news is that there are ways to break the cycle of unretiring.

  1. Build a clear financial plan : While it’s true that you currently have enough money to retire, working with a financial advisor will help ensure that your savings, investments, and withdrawal strategy, such as the 4% rule , will cover expenses, including unexpected healthcare costs.
  2. Define a new purpose : Identify activities that replace the sense of purpose work provided. Research from the TransAmerica Institute (2024) shows that roughly 20–30% of retirees struggle with identity loss or finding new purpose after leaving the workforce. Planning meaningful activities can help prevent this.
  3. Grow social connections : Retirees can combat isolation by joining clubs, community groups, or taking classes online . Regular social engagement can replace workplace camaraderie and reduce the pull to return to work for one more year.
  4. Create a routine : Bored? Establish a daily schedule with activities like exercise, learning or part-time passion projects. A structured routine mimics work’s predictability, easing the transition and preventing boredom.
  5. Test out retirement first : Before fully retiring, try a phased approach — cut hours or shift to part-time or gig work . Approximately 36.9% of people aged 55 and older were employed in 2025, up from 31.5% in 2000. By comparison, in 1983, the labor force participation rate for people age 65 or over was just 19% , according to the U.S. Bureau of Labor Statistics (BLS).
  6. Stay active : Having an active lifestyle can lead to higher retirement satisfaction, reducing the desire to unretire for stimulation, according to a 2024 study published in Activities, Adaptation & Aging by Hutchinson and Ausman, a Canadian-based research team.
  7. Reassess your goals : Align spending and lifestyle with your values. Downsizing , relocating to a lower-cost area , or cutting discretionary expenses can stretch your savings and ease any financial pressures that may drive you to work one more year.

What it takes to finally retire

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Just as working beyond 65 isn't for everyone, neither is retiring. If you're caught in the one-more-year trap, either by choice or for personal reasons, there are ways to break free. Stress test your finances. Be analytical and face the fact that your net worth may stall or even decline after a while. If that happens, you can always go back to work.

More importantly, relax. As many retirees discover the hard way, chronic stress can subtract two to three years from your life expectancy — a high price to pay after decades of hard work.

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