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How to Overcome Fear of Retirement

Dread of boredom, loss of work identity push many to put off decision


spinner image susan kelly sits on her porch with her rescue beagle tyson on her lap
Recent retiree Susan Kelly at home in Washington, D.C., with her rescue beagle, Tyson.
Lexey Swall

After turning 70 last fall, Susan Kelly decided 2023 would be the year she retired. On May 1, she wrapped up a dozen years working in communications for the federal government.

Fred Gladstone, 61, retired as a school psychologist in the Levittown, New York, area June 30, having worked four years past the 30-year milestone at which educators often leave the profession.

Neither was keen to quit the day job. In fact, the idea left them cold. 

Gladstone says he’d considered retiring as early as 2020 but wondered what he’d do with his time instead. He didn’t file the paperwork until March. 

“It was difficult to put the letter in. I had told people and I had told my principal, but I had never put the letter in,” he says. “The principal finally asked, ‘Seriously, are you going to retire?’ ” Even then, “I had second thoughts in my head — what the hell am I doing?” 

For many, the prospect of leaving the daily work routine behind brings joy and anticipation, but some older adults approach retirement with something more like dread. They fear losing their sense of purpose, worry about how they’ll fill their days, wonder who they even are without their career.

“Work structures us and gives us routine in our lives,” says Louis Primavera, a professor of psychology at Touro College in New York City. “We plan around work. It is part of our identity. We go to a social gathering and people say, ‘What do you do?’ Clearly, what happens is people say, ‘What am I going to do? What am I going to be?’ The fear of loss of identity is a major fear.”

Kelly, who worked at USA Today for 21 years before going to the U.S. Food and Drug Administration, says she thought she might never retire.

“I always liked working, and my skills as a writer and editor have been a big part of how I see myself,” she says. “I was dreading May 2nd. I had very mixed feelings about retiring.”

“The biggest wakeup call was Memorial Day weekend,” Kelly says. “A three-day weekend when you’re retired is not the same as a three-day weekend when you’re working.” 

“When you look at the Hallmark version of retirement, it’s a life of leisure,” says Patrice Jenkins, an organizational psychologist in Saratoga Springs, New York.  “But when you’re feeling anxious about the decision, it’s easy to think, Something may be wrong with me.” 

Fear of boredom, isolation

Such concerns are commonplace. About 1 in 5 U.S. workers surveyed by the Transamerica Center for Retirement Studies late last year identified “finding meaningful ways to spend time and stay involved” as one of their biggest retirement fears. One in 4 were afraid of “feeling isolated and alone.”

Just the word “retirement” has negative connotations for many, according to the center’s findings, issued in a July report. While slight majorities associate it with “freedom” and “enjoyment,” 16 percent connect retirement with “boredom” and 11 percent with “isolation.”

Another recent survey, by human resources and payroll services provider Paychex, found that 1 in 6 retirees are considering a return to work. More than half of that group — 52 percent — said one of the reasons is they are “getting bored” (just one point less than those saying they needed more money). Among retirees who had already returned to work, 60 percent said they were “happy” about doing so, 50 percent were “energized” and 48 percent were “excited.”

“The level we identify with our work identity has a lot to do with how we approach retirement and how successful we make the transition to retirement,” Jenkins says. 

“For those that have very strong work attachment identity, they will want to hold onto a work identity. People will say they failed retirement and went back to work. Actually, work can be part of your retirement.”

“There’s an underlying, tacit assumption people work for the money,” says Mitch Anthony, a financial adviser coach and author of The New Retirementality: Planning Your Life and Living Your Dreams . . . at Any Age You Want. “But a lot of us work for more than just money.”  

Take Mike Baker. At age 55, the Cincinnatian left an executive position with a regional financial firm, but his retirement didn’t last long.

“I really didn’t know at that time what I wanted to do,” he recalls. “I think what most people do is ask themselves, ‘What do you really like and want to spend your time doing?’ Some people say golf; others want to fish. My hobby was business, finance and investments. So, what I really wanted to do is use those interests as my main time-consuming event.”

Eight months after Baker left his corporate job, he got an opportunity to buy a company that provides business solutions and software to a trade association for heating and air conditioning contractors in the U.S. and Canada. Now 73, he works about six hours a day during the work week and doesn’t “have any exit plan based on age or length of service.”

Psychological investment

“There’s a big difference between people who retire to something and people who retire from something,” Anthony says. “Anecdotally, those who retire from something and have no vision going forward are more likely to flounder in the first year or two of retirement. I can’t tell you how many retirees tell me they felt aimless.”

Jenkins advises exploring other areas of interest before stopping work. 

“You invest financially in a portfolio for the future; you should invest psychologically in the future,” she says. “So many people often plan more for a two-week vacation than for their retirement.”

Belatedly, Fred Gladstone is doing some of that planning, weighing whether to take a part-time job unrelated to education. “My dream was to be a tour guide,” he says. He also sees himself spending more time helping his mother and mother-in-law, both in their early 90s, as his wife is still working full-time.

spinner image susan kelly does modified pushups on playground equipment under the instruction  of her personal trainer mike tandoori
Since retiring, Susan Kelly has stepped up her focus on fitness in workouts with her personal trainer, Mike Tanoory.
Lexey Swall

Susan Kelly is also looking ahead. She’s exploring freelance speechwriting and blogging and now has the time to focus more on creative writing, having previously taken classes and workshops in playwriting. She is also considering going back to school for a graduate degree in religious studies.

“I’ve always been interested in religion, and to stay intellectually engaged, I always see myself studying,” she says. In addition, she’s focusing on fitness, having worked with a personal trainer for six years, and has more time to spend with Tyson, the beagle rescue she adopted last fall.

After retiring, Kelly created an office in a spare room at her Washington, D.C., home rather than continue working at her dining room table, as she had done during the pandemic. She says remote work made the transition to retirement a bit easier.

“I was one of those people who always wanted to be in the office. I liked the camaraderie. But now the department works remotely,” she says.

“Not having that sense of purpose will be a challenge,” she adds. “That said, I know I’ll redefine my life and myself in the months and years ahead. I feel like a lot of what I’ve done so far is setting the stage for this next phase of my life.” 

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