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What I Retired To

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AUTHOR: Andrew Clements on 7/29/2026

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.

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DrLefty
5 hours ago

I wrote my own reflections on completing one full year of retirement at the beginning of July, but since then I’ve added a new experience that turned out to be surprisingly satisfying and challenging.

Our church has for many years offered a large summer day camp for kids, usually during the middle week of July. My own kids went to it long ago, but being past that stage of life now, I haven’t been involved in it.

This year, a friend asked me to be his assistant director for the drama team he’s been leading for five years. He is VERY talented at it—he writes a script for a five-act play, casts it, directs it, gathers the props and costumes, and organizes the teams that build sets and provide lighting, sound effects, and video. It’s an amazingly high-quality operation.

I wasn’t sure what I really could contribute to all that except as a writer with some limited experience with theater (did some acting as a kid, helped with my daughters’ shows). But I ended up helping with the script, being a second pair of eyes at rehearsals, being “on book” when the actors needed prompting, and even contributing a loud offstage scream(!).

It turned out to be fun and rewarding. My friend has already expressed the hope that we’ll manage our July travel schedule so that I can help again next year. I had a little anxiety that I wouldn’t have much to offer, but trying something new and a bit out of my comfort zone was energizing!

bbbobbins
5 hours ago

Any modern retirement advice needs to focus on the “what do I retire to” question rather than the “retire from” or the money.

Any number of calculators and/or your own modelling can answer the money questions to a reasonable degree (and there is no precise answer to the money side because of unknown and unknowable future events both macro and personal).

Linda Grady
7 hours ago

Thanks so much, Andrew. A close friend will be retiring soon, so I’m sharing this with him. I’ve already encouraged him to join the HD community. I recently attended the board meeting of our local daycare where I was co-chair for three years until January. After many very serious issues during that time, it was so gratifying to see that my volunteering has made a real difference in the lives of our staff and family and that jobs and daycare slots are secure. I hadn’t realized how great volunteering can be, and how flexible. When it’s time to take a trip or a break, a fellow volunteer usually steps up.

R Quinn
7 hours ago

Sixteen years in retirement and I can still relate to what yoù write. But I still have not been able to break the habit of waking up at 5:00-5:30 AM

We are well beyond the halfway point, traveling is over, but I did and still find enjoyment writing every day, returning to my art and playing golf. We have made new friends after moving to the next town.

No desire for warmer weather, other than sometime in Florida in the winter. Being near children and grandchildren is the top priority.

I don’t worry about money, but if it were not for my pension I’m not sure I could cope living off investments alone.

As I have said and learned in practice, once you retire, don’t delay anything you really want to do.

Mark Crothers
11 hours ago

Andrew, although I’m only 16 months into retirement, you’re hitting all my buttons. After selling my business, having personal time again is wonderful — that second, unhurried morning coffee (which I’m enjoying right now), working in the garden, and being able to travel without weeks of prepping the business for my absence. Having the resources to make this possible matters, but the true luxury is the freedom of unencumbered time.

I’ll admit I still don’t fully trust my numbers, so I kicked that can down the road by buying ten years of guaranteed income — a way to ease myself into the right mindset. As for your wish for heat, family and friends keep me anchored to a cooler climate, so I suppose I’ll just have to depend on global warming to work that angle for me!

greg_j_tomamichel
11 hours ago

Thanks Andrew for another great article. Glad you discovered your talent for writing.

I’m currently 52 and recently sold our business. But after that, our stories diverge a little. The Australian superannuation system means that we can’t access our retirement savings until 60, so I’m working for at least another 8 years. But even if we could get our hands on retirement income, I still enjoy the routine and structure of work and would be happy to continue.

It will be interesting to see how I feel in 8 years. Maybe happy to keep working, or it might be time to head for the exit? Time will tell!

Really glad to hear that retirement worked so well for you.

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