When my twin brother Nick and I sold our landscape business at the end of 2012, at the age of 52, we agreed to stay on for another three years. Looking back, that may have been one of the best retirement decisions I never consciously made.
Those three years gave me time to ease into retirement instead of falling into it. They also gave me time to think about something I believe is far more important than deciding when to retire. It’s what are you retiring to?
After enduring another cold Maryland winter, I knew exactly one thing, I wanted warmth. Not just for my aging body, but for a life that could be lived outdoors every month of the year. I’d bought a condominium in Florida a few years earlier, and because I could work remotely, I made the move south.
That became my first step into retirement.
A few years later, Joey and I traded condo living for a single-family home. For the first time in my life, I wasn’t landscaping someone else’s property. I was creating my own. After more than 35 years building landscapes for clients, there was something deeply satisfying about planting trees and flowers simply because they brought me joy.
Then, in 2015, the paychecks stopped.
So did the alarm clock.
For decades my mornings had begun with somewhere to be, someone to meet, or a problem to solve. Suddenly there was nowhere I had to be. I discovered the pleasure of a second cup of coffee that wasn’t making me late for anything.
Retirement also gave us something else that had always been in short supply. Time.
Without a business waiting for me on Monday morning, Joey and I began traveling. We explored towns up and down the East Coast, visited the United Kingdom, the Caribbean, Costa Rica and the Philippines. Every trip reminded me that the world is much bigger than my own experiences. Meeting people whose lives were so different from mine somehow made mine richer.
Travel also awakened something I never expected. I started writing poetry after visiting the Philippines. Those poems gradually turned into personal essays, and eventually into articles for HumbleDollar. Writing has become one of the great surprises of retirement. It has allowed me to reflect on my life, my family, grief, gratitude, and the people who shaped me. In many ways, I’ve found a new purpose just as my old one ended.
Of course, retirement also meant trusting that we had saved enough. That didn’t happen overnight. For years I found myself worrying about money, even though the numbers told me we were financially secure. Old habits are hard to break. After spending a lifetime making payroll, watching expenses and preparing for the unexpected, it took time to believe that we no longer had a mortgage, no debt and no one financially depending on us.
Eventually I stopped asking, “Do I have enough?” Instead I started asking, “Am I living well?” Those turned out to be two very different questions. When people talk about retirement, the conversation usually centers on finances. Those are certainly important. But I’ve come to believe they’re only the admission ticket. Retirement isn’t simply about leaving work. It’s about discovering the life that work never left enough room for. For me, that life has been found in slow mornings, travel, gardening, writing, friendships and the quiet satisfaction of choosing how to spend each day.
That is what I retired to.
I was truly blessed to have a profession, primary internal medicine that I loved and that my patients told me I was very good at. I joined Buffett in “ tap dancing into work”.
I never made more than even the average salary but my wife loved working so she had our health insurance.
We didn’t mind a cheap house or cheap,cars and vacations saving our money for our kids education.
The only thing wrong with this picture is my practice was all consuming and my style of medicine dis not allow it to be part time. So when i was forced to spend four hours a day i
putting data into a computer I had no alternative but to retire.
Retirement gives me free time to catch up on ll my medical journals and other reading, get more exercise volunteer. I would like to help friends with their medical issues, but without a practice or insurance, that is impossible. Some states like Wisconsin apparently let you practice medicine immune from suits if you only do charity work, but not mine.
Thank you for sharing your story. It sounds as though you truly found your calling in medicine, and there’s no greater compliment than hearing from patients that you made a difference in their lives. I was struck by your comment that it wasn’t the work itself that led you to retire, but everything around it that changed. Sadly, I suspect many professionals have reached that same conclusion. It also sounds as though you’ve carried your love of learning into retirement through your reading, volunteering and staying engaged. I only wish there were an easier way for experienced physicians like you to continue helping others in a volunteer capacity. There is still so much wisdom to share.
I realized that working for a jerk CFO at the age of 55 made me pull the retirement rip chord earlier than I expected. I spent many years working for smart and driven CFO, but never a jerk.I spent the next year figuring out how we were going to make it with our current assets and my wife’s part-time work. It honestly wasn’t that hard and I never went back to work. I’ve read many times how people should retire to something and that’s always been frustrating for me. I realize that retiring to something like that extra cup of coffee or just not knowing what the day was gonna bring is just as rewarding as actually having something planned.
Edwin, I agree. I simply wanted to eliminate the stress of my demanding job, so having a set of priorities (e.g., fitness, travel, music, volunteering, personal growth) and a desire to get the most out of the Go-Go years with my wife was enough for me to pull the trigger 18 months ago at age 60.
Thanks, Edwin. I think you’ve made an important point. We often hear that we need to “retire to something,” and for many people that’s true. But sometimes what we’re retiring to is simply the freedom to enjoy an unhurried morning, an extra cup of coffee or the luxury of letting the day unfold without a schedule. That’s a perfectly worthwhile destination too. And I agree, working for the wrong boss has probably nudged more than a few people into retirement a little earlier than planned!
Excellent article Andrew. I eased into retirement, less and less work hours from 55 on. Decided to keep my foot in the door until age 78, when I officially retired. My blessing was at age 48 my company decided to downsize me. Best thing that ever happened to me in work life. You just cannot plan everything.
And my investments increased nicely in the last 4 years, and it is difficult to spend more than what is coming in. I guess I am a slow learner, but very blessed.
Thanks, William. I think your story is a great reminder that what first appears to be a setback can turn out to be an unexpected opportunity. Being downsized at 48 clearly changed the course of your career for the better, and easing into retirement until 78 sounds like it suited you perfectly. I also smiled at your comment about finding it hard to spend more than your investments are earning. After decades of saving, changing our mindset isn’t always easy, but it’s certainly a nice problem to have. Thanks for sharing your journey.
There is a huge transfer of boomer businesses going on as boomers retire. Unfortunately, many of these businesses are just end and are not successfully sold. The three years you stayed on likely make your sale successful and more profitable to you. So a win/win.
Thank you Anthony. You make an excellent point. Looking back, the three-year transition was probably one of the smartest parts of the deal. It helped ensure a smooth handoff for customers and employees, while giving the new owners confidence. As you say, too many successful businesses simply disappear because there’s no succession plan or buyer. We were fortunate that ours had a different ending.