When Will I Retire? How About Never
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When Will I Retire? How About Never

For many people, the idea of stopping work is a nonstarter—an inevitable path to boredom, ill health and a life devoid of meaning

By DEMETRIA GALLEGOS
Fri, Apr 21, 2023 8:25amGrey Clock 10 min

Many workers of a certain age are counting down to a long-anticipated retirement date. They relish the opportunity to do things they’ve never had the time for. Or to do nothing.

Others are desperate to retire but can’t, as financial circumstances keep them in the workforce while others their age are stepping out.

But then there are the folks who dread such a day ever coming, who hope to sidestep it entirely, and plan to never retire. What drives people to keep working long past the age when they could comfortably leave the workforce? What benefits are they gaining that those who retire might miss out on?

We reached out to Wall Street Journal readers who fit into that last category, mostly 60 or older, to learn about their thinking. Here is some of what they shared.

Better than crossword puzzles

I’ll retire at my funeral. At 70 years of age, I totally enjoy my practice as an investigative attorney concentrating in locating missing people, especially long-term absentees. I am actually being paid to solve puzzles and assist people and businesses. This is more fun than doing crossword puzzles and cryptograms—although I enjoy those activities. too, when I have a spare moment.

My plan is influenced by my father’s example. He was a powerful and much-loved part of my life, and he worked three or four days a week until he could no longer do so at age 78. I have a friend who is still involved in the investigative profession in his mid-80s. A mentor of mine also worked into his early 80s and I had a law-school professor who taught well into his 90s. He lived past 100.

  • Charles-Eric Gordon, age 70, Plainview, N.Y.
An energized empty-nester

At a time when a growing share of my family, friends and former co-workers are planning for or moving into retirement, I’m going in the opposite direction. Life’s twists and turns led me to take a break from my career, to raise my children when they were young. Then I took another unplanned break for family caretaking. After this latest hiatus, I’m an energized empty-nester with new passions and interests.

I just relaunched my career in March, giving a twist to my prior track. My work now is energizing and I’m enjoying the human interaction and learning. With the new flexible workplace—one of the few positive outcomes of the pandemic—spending time with family, traveling and many of the joys of retirement are now available to the working. I’ve just bought a lakeside cabin from which I will pursue my fully remote job.

Also, my financial adviser recommends planning to live to 100. Why quit?

  • Nancy Murphy, 59, Ponte Vedra Beach, Fla.
A lesson in life and death

My father told his father, who was a judge, to retire at 66. The day my grandfather turned in the keys to his office he suffered a stroke. He died three days later. My father, who was just 33 at the time, blamed himself, thinking that he had forced his father into becoming a useless member of society.

My father is 88 now, and a doctor. Had it not been for the pandemic, he would still be working today. He had done everything necessary to stay active and up-to-date on the latest technologies. I can see how much finally being forced to end his working life has impacted him.

I myself do not plan to ever retire until I cannot physically work. Technology has made incredible advances that allow for workers to contribute without the wear-and-tear of needing to travel or commute as much. I believe there is room for old-timers for a long time, and this will only get better as virtual reality and artificial intelligence facilitate the application of experience. No to retirement. I refuse to die.

  • Juan Gallardo, 62, Miami, Fla.
I’m in demand

Why retire now? Labor demand exceeds labor supply. This is the tightest labor market I have ever seen in my career.

As a baby boomer who remembers when the competition was fierce for every position early in my career, this is a welcome phenomenon.

In this rapidly changing work world, once you leave corporate America, it will be very difficult to return should you choose. Think long and hard before you make that retirement decision.

  • Eric J. Letendre, 67, Charleston, W.Va.
No purpose, no value

You have worked in your profession for decades, perhaps even all your life. This is a part of you, perhaps too big a part. One day, you turn that part of your life off. OK, income loss aside, what are you going to do now? Get caught up on home projects? OK, after a couple of weeks, couple of months, those items are taken care of. Play some golf? Sure, but after a couple of months, that’ll get old. Travel the world? Great, if that’s your thing, but it too will get old.

So what do you do with all your free time? Just like muscles that atrophy if you don’t use them, so too will your brain and cognitive abilities. You need to have engaging, stimulating activities planned. Otherwise, you will slowly wither and die, with no purpose in life, no value to others.

My wife retired several years ago. She now believes it was one of the worst decisions of her life. Getting back into the workforce will be difficult to impossible; she has been out for a while and companies do not want to hire older folks. Volunteering is not her thing—why work and not get paid? She is at a loss for what to do with her free time.

And then there is that health-insurance conundrum: Doctors do not want to deal with you if you are on Medicare because of low reimbursement rates and slow pay.

So for me, that answer is: Keep working as long as I enjoy the work itself and until I get handed my hat and shown the door.

  • Mike Drabicky, 70, Dallas
A widower’s perspective

I am a widowed physician, age 72. I continue to enjoy the intellectual stimulation of my profession, the social contact, and the importance of the care I provide for people, which continues to give my life meaning. I have three young-adult children to whom I would like to eventually leave some type of inheritance. Working allows me to minimize depleting my retirement accounts, thus leaving more assets for them.

If my spouse were still alive, I might have retired and been able to travel or enjoy other leisure pursuits, including taking care of her in old age. Those activities complete the process of a lifelong loving marital commitment, which is a process of growth even as you age. When marital love is gone through death, love can still turn outward to others and be fulfilling in service to others. I am lucky to be a physician and in particular a Catholic physician who can bring some level of Christ’s healing touch in the most intimate of ways. Why would anyone want to stop doing that?

  • Robert Domaleski, 72, Littleton, Colo.

A question of self-worth

Retire? Why in the world would I do that to myself? Why would anyone?

As humans, our self-worth is defined by the things we do and the impacts we have on others. As biological machines we must keep moving and learning to maintain our brain and body. As spiritual beings we only flourish when we’re engaged with others. Whether our continued movement, learning and engagement comes from staying at our regular job, changing career tracks entirely, starting a new business, teaching or doing nonprofit work matters not. All that matters is that we keep pushing ourselves with the same zeal and purpose we’ve always shown in our earlier work life.

My father retired, and then sat down in front of the TV and watched his health decline as he became detached from the world. Contrast his experience with those who stayed in the game and remained actively engaged as they aged. Which path will you choose? Which path will give you the most enjoyment from the life you have left?

So, while I may change what I do (and worry less about money as I do so), there’s no way I’ll ever retire. I’ve got too much left to contribute to even think about it.

  • Robert Green, 61, St. Augustine, Fla.
A chance for personal growth

I work at the intersection of business and technology, and I find it intellectually stimulating to identify opportunities and enable growth in a field that is constantly evolving and disrupting. I often wonder why one ever really needs to retire in today’s world.

Personally, I would rather be involved in a role that builds upon my years of experience in the workforce—not for financial gain, but for my own growth and learning. I feel that these “retirement” years are a time when one’s commitments and obligations are no longer barriers to intellectual curiosity. I am free to contribute everything I have collected over my 40+ working years in a way I see as most enjoyable and meaningful to me.

By leveraging my years of experience, I can bring a unique perspective to my work and mentor younger colleagues and that can also provide a sense of purpose and fulfillment

Finally, the freedom to explore uncharted areas in my field of interest without fear and undue stress and expectations by itself is a reward in this journey.

  • Srinivasan Raghunathan, 63, Plainsboro, N.J.
Finally in control

I started formally working at 14. As I sit here today, age 73 and feeling like 30, I simply cannot imagine not working. I just enjoy it too much.

I made the decision a few years ago to change how I do it. I left my old firm and took control. Now, I select the clients, the cases I find interesting. I am now able to do a lot of pro bono work for people who simply cannot afford professional services but are desperately in need of them.

I enjoy being relevant, productive and making contributions. I enjoy being happy. I will continue to work as long as I am in control. Slowing down—YES. Changing how I work—ABSOLUTELY. Actually retiring—NEVER!

  • Kristine Arlitt, 73, Frisco, Texas
Priests only get better with age

As a 65-year-old Franciscan friar and Catholic priest, I have no intention of fully retiring. Last summer we had a gathering of “younger” friars from around the country to plan and vision for the future. “Younger” meant anyone 65 or under.

Unlike professions or trades where someone may retire because they can no longer perform their physical duties, they can no longer handle the accumulated stress, or there are young people coming up through the ranks to replace them, a priest can perform his duties at a high level into his 80s or in some cases his 90s. Even at our “retirement houses,” the guys are constantly being called upon to fill in for a priest who’s sick, or cover a parish for a pastor so he can take some vacation days. And despite the fact that at some parishes people have opted out of attending Mass in favor of watching online, there is no possibility, at least at this point, of robots replacing priests in terms of administering the sacraments.

Ideally, the most precious gifts that a priest acquires from his experience in the field are wisdom, compassion and—God willing—holiness. While you may not want to go to a surgeon whose eyes are failing, or hire a musician suffering from debilitating arthritis, assuming a priest is still mentally fit, he can actually get better at what he’s ordained to do well into his golden years.

Surveys show that nuns and priests have among the highest satisfaction levels of any profession. Most of us love what we do, and don’t want to stop. And in most parts of this country, and most places around the world, the demand is surely there.

  • Father William “Jud” Weiksnar, 65, Buffalo, N.Y.
‘Type-A weirdo’

“When I’m on the wrong side of the grass” is what I tell my colleagues. Fortunately, I love what I do as a medical professional in a big city hospital. I’m a competitive Type-A adrenaline weirdo so the usual retirement pursuits leave me bored. I thrive on chaos, confusion and disorder at work. I could have retired four years ago because my wife and I have good jobs and no kids. My wife who is “normal” (and nine years my junior) will probably retire in a few years, but I will soldier on.

  • David Li, 59, Toronto
The karate senior

For over 50 years, I owned a karate academy. The pandemic forced me to close the school. At 75, I thought my vocation would be over. But I still wanted to continue teaching. Now I go to my clients’ homes, or they come to my house where I turned my garage into a functioning dojo (gym).

I love what I do, which keeps me active and in good shape. My clients are interesting people, and some of them have been with me for over 30 years. Teaching keeps my brain sharp because I need to always think about what I’m teaching and why. My father passed away at 102 and God willing, I’ll live as long and continue to be inspired to teach.

  • Emil Farkas, 76, Los Angeles
Healthcare concerns

My husband and I have saved all of our lives for retirement, and have been assured by our financial adviser that we can retire at any time. My husband is semiretired with a flexible schedule. We both would love to travel more and spend more time with our grandson.

I would retire tomorrow if I could purchase affordable health insurance that offered adequate coverage should my husband or I be diagnosed with a serious illness. What worries me most is the effect a devastating health diagnosis would have on our future. Without good health insurance, we could lose all of our retirement savings. And, I also want to make sure my husband and I are able to choose where we get our care.

So, until I can find health insurance that offers choices on providers and adequate coverage in case of catastrophic illness, I will continue to work. Fortunately, I love my job.

  • Colleen Brown, 60, Portsmouth, N.H.
Challenged at work

I like going to my office and being surrounded by challenging bright minds. It’s not solely the young or old minds that keep me coming back, but rather a combination—a mix of the new insights I glean from long-tenured co-workers, even after 32 years, and the new ideas, methods, and visions that our recent college graduates bring.

The office is a dynamic environment: No matter the task at hand, the office is never the same two days in a row. It makes everything richer.

I feel losing that environment could be unhealthy and make me feel bored. I am not a camper. I do think of taking more trips but I like the income coming in!

  • Elizabeth Kogen, 58, Chicago
Motivated by fear

While I would really like to retire—as much for my wife as myself—I am so scared of not having enough money I just do not see any way I can. This has become especially true with the recent stock market issues.

I believe that I will have to be working to 70 at least. At times I worry about my wife and me. I have heard of plenty of couples who, when they retire, find they have nothing in common, and that scares the crap out of me.

  • Edward Fultz, 64, Littleton, Mass.
Listening to myself

I know that I am susceptible to listening to external sources rather than relying on my own internal wisdom. So I resolved a few of my own issues that made me uncomfortable around the retirement discussion.

I identified four “handrails” that are important to me in any transitional period: 1) purpose, 2) structure, 3) financial security, and 4) health.

When I looked closely, I recognized that in my current work, all four of my handrails are in place and are supporting me. And when I listen to my internal wisdom (rather than the social tropes about retirement), I realize that I love what I am doing and there is no reason for me to change anything about the trajectory of my life, unless I want to. Which I don’t.

I am very happy doing just what I do and have no plans to retire. Ever.

  • Ricka Robb Kohnstamm, 66, St. Paul, Minn.


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SpaceX and Tesla Are Joined at the Hip. A Merger Would Make It Formal.

Elon Musk is exploring a potential merger between Tesla and SpaceX, a deal that could reshape the future of AI, robotics, autonomous vehicles and space technology. With a combined valuation potentially reaching $3.5 trillion, the move could bring Musk’s vision of an interconnected technology ecosystem closer to reality, although a deal remains uncertain.

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Elon Musk has engineered ties between Tesla TSLA 3.41%increase; up pointing triangle and SpaceX SPCX 7.79%increase; up pointing triangle that are hard to break, and now he wants to fuse them together permanently.

Musk has run both Tesla and SpaceX concurrently over the past two decades, using a schedule that dictated which days he spent focused on each business.

The companies have often shared resources and personnel, signaling their close ties. Last year, SpaceX looked into creating a spacesuit for Tesla’s humanoid robot Optimus, a person familiar with the matter said. Tesla last week showed off its new Roadster, a vehicle featuring SpaceX rocket thrusters that it hopes to soon bring to market.

And in recent months, Musk has repositioned both companies by expanding beyond their core operations toward a shared mission centered on artificial intelligence.

The world’s richest man on Tuesday signaled his interest in tying up SpaceX and Tesla, marking what would be the biggest corporate merger of all time. Because he serves as chief executive of SpaceX and Tesla, Musk said committees of independent directors at both companies are evaluating a possible deal, adding that a transaction might not come to fruition.

The committees will likely evaluate, with lawyers and bankers, how each company would fare in a potential deal and how a deal might best be structured. They then present their conclusions to their respective boards, who typically vote on whether to proceed.

“It’s an odd Kabuki dance where two groups of people are talking and I can’t be in the conversation,” Musk told SpaceX investors on Tuesday in response to an analyst’s question about a potential deal.

For Musk, the merger supports his vision of a world full of autonomous cars, humanoid robots and weekly rocket launches, as well as the data centers and satellites required to keep the whole thing running.

Some investors and analysts said they expect a transaction would be structured as an all-stock deal, with SpaceX potentially paying a modest premium for Tesla shares.

SpaceX, which has a market value of about $2 trillion, said it is seeing sharp growth in revenue across its businesses, which include operating data centers, launching rockets and operating satellite networks such as the internet service Starlink. Tesla is valued at about $1.5 trillion and is expanding its operations beyond its automotive and energy business. Shares in both companies traded higher following the news Tuesday.

The SpaceX Starship and Super Heavy v3 Booster lift off from the launch complex in Starbase, Texas, framed by silhouetted plants in the foreground.
A test flight from the SpaceX launch complex in Starbase, Texas. Steve Nesius/Reuters

Musk’s substantial ownership stakes in both companies, along with voting control at SpaceX, has enabled him to set the deal in motion. Analysts and investors said the deal will probably face regulatory scrutiny internationally, though some see Musk’s close relationship with the Trump administration as an asset to getting approval.

Blurred lines

The companies haven’t said which directors are on the special committees evaluating a potential deal. Several SpaceX and Tesla board members have either personal or business ties to Musk. And like Musk, venture capitalist Ira Ehrenpreis sits on both boards.

In a filing this week, Tesla outlined millions of dollars in business agreements with SpaceX and its subsidiaries last year, including $143 million in car sales to SpaceX, $3.3 million in advertising that it bought on the social-media platform X and $430 million in revenue from the sale of Megapack batteries for SpaceX’s data centers.

The companies also split the cost of resources including the use of Musk’s SpaceX jet and the bill for his personal security, which he runs through a private company.

Employees at both companies routinely move between companies to work on special projects, and some executives have dual roles, including Charles Kuehmann, vice president of materials engineering at both SpaceX and Tesla, and Ashok Elluswamy, the vice president of AI software at Tesla who runs a joint venture with SpaceX called Digital Optimus.

Over the years, Musk has launched new startups within his empire, including brain-implant company Neuralink, underground-tunnel developer the Boring Company and xAI, the AI startup that merged with SpaceX in February.

It is that AI business that Musk thinks can serve a market worth tens of trillions of dollars, justifying the need for a merger.

The business case goes like this: Tesla is developing robotaxis and robots, which it calls “physical AI.” SpaceX is working on the back end of physical AI: the data-center capacity and internet connection required for those robotaxis and robots to operate continuously.

Tesla Optimus humanoid robots and a Cybercab autonomous vehicle on display.
A Tesla Cybercab autonomous driverless vehicle and Optimus humanoid robots. Benjamin Girette/Bloomberg News

“I don’t see what the value of Tesla is if it’s not merged with SpaceX,” said investment adviser Ross Gerber, a former Tesla bull turned critic invested in both companies. “If they don’t merge, the brains of everything that runs Tesla is owned by another company.”

On top of it all, both companies face constraints on the supply chains they need to make this world a reality, particularly when it comes to chips. To address this, Musk earlier this year announced a joint venture between Tesla, SpaceX and Intel to design and manufacture chips in Texas. “The most epic chip-building exercise by far,” he has said.

Musk at the wheel

For Musk, a merger would also solve two problems: demands on his attention and his lack of control at Tesla.

Tesla for years was Musk’s only public company, a status that came with greater scrutiny. There, Musk reports to a public board, as well as individual investors who make up around 30% of Tesla’s voting power, according to FactSet.

The question of Musk’s attention became a particular focus for investors and the board in recent years after he acquired Twitter in 2022 and launched xAI in 2023, and again in 2025 as he spent time in Washington, D.C., running the Department of Government Efficiency in the early months of President Trump’s second term.

As Tesla’s car business suffered in 2025, Musk threatened to take his AI ambitions outside the company if he wasn’t granted 25% voting control. Last November, Tesla shareholders approved a new pay package for Musk, which created a path for him to vastly expand his stake.

As of Sept. 30, Musk owned a roughly 20% stake in Tesla, according to the company’s proxy filing.

The SpaceX IPO gave Musk a different path. When SpaceX went public in June, the deal’s structure enabled him to have more than 80% voting power at the company—so much that he can’t be fired and decisions can’t be made without his support.

If SpaceX acquires Tesla, he will likely stay in control.

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