When I met Margaret at a coffee shop, she shared something shocking. At 70, after years of saving and planning, retirement felt empty. The life she envisioned was nowhere to be found.
Margaret’s experience isn’t rare. Many retirees feel this way. Studies show that depression can spike after retirement, often due to losing a sense of purpose and connection. Yet, this struggle is rarely discussed.
The Reality of Retirement
What do most of us picture when we think about retirement? Travel, relaxation, and endless free time? This is an idea we’re sold—but Margaret learned the hard way that those dreams can become a burden.
She saved diligently, had the beach house, and planned for travel. But six months in, she found herself aimlessly watching the clock, feeling unproductive and lost.
The financial world often focuses on saving and investing, but it doesn’t account for the human need for purpose and connection. Even with a solid financial plan, a lack of direction can make retirement feel confining.
The Burden of Leisure
Often, people believe that endless leisure is a dream come true. Remember summer vacation as a kid? The first week was fun, but by the end, you might have craved a routine. Margaret described her retirement as an endless summer that lost its appeal.
Psychologists call this the “paradox of choice.” When you have too many options, deciding what to do can lead to exhaustion. Trying to fill her days with tasks diminished their value for Margaret. She ended up doing things that didn’t bring her joy, simply to pass time.
The Identity Shift
Retirement brings a sudden identity crisis. For 40 years, Margaret was a respected teacher. When she retired, she struggled to redefine herself. Many retirees face this. Who are you without your job title?
After retiring, Margaret felt invisible. When asked what she did, she responded, “I’m retired,” and felt the other person’s interest fade. This loss of identity can create an existential crisis, making many wonder about their worth.
Loneliness in Freedom
Think about your work friendships. Many social connections stem from the workplace. After retiring, Margaret felt isolated. With her friends still working and family busy, days could go by without meaningful social interaction.
Loneliness in retirement is common. A University of Michigan study found that nearly 30% of retirees feel isolated. This isn’t just emotionally painful; it can lead to health issues like heart disease and increased risk of mortality.
Margaret joined clubs and groups, but these connections felt forced. Despite having a beautiful beach house, she often felt alone.
Finding Fulfillment in Retirement
How did Margaret turn her situation around? Instead of seeing retirement as an end, she began viewing it as a new beginning. She went back to work—tutoring kids part-time—and found a new sense of purpose.
She moved closer to family, becoming an involved grandmother. She joined a hiking group and started a book club, blending her love for reading with meaningful discussions.
This concept aligns with the idea of “encore careers,” emphasizing the balance between leisure and purpose.
Rethinking Retirement
Margaret’s story is not unique. Many retirees feel unfulfilled, wondering why their dream retirement feels empty. Instead of thinking of retirement as stopping work altogether, consider it a chance to pursue what truly matters to you.
Financial planning is important, but so is planning for purpose and connection. Ask yourself: What excites you? What legacy do you want to leave?
Now at 73, Margaret has struck a balance. She still enjoys travel and hobbies, but with a fulfilling schedule that includes tutoring, family time, and community engagement. Her retirement transformed from a struggle to a fulfilling chapter.
It’s time to rethink what the golden years can truly look like.

