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By the early 2000s, our business was heavily tied to the hotel industry, though over time we had added apartment complexes and office buildings to our customer base. When 9/11 happened, we suddenly felt exposed. Travel slowed, hotels struggled, and uncertainty was everywhere.
Then something unexpected happened. The Vice President of Operations for a major hotel brand called me personally and said, “Don’t panic. We’ll get through this.”
And somehow, we did.
My divorce became final in 2004. I was left with a large house I never wanted and very little cash to my name. But fortune intervened. When I sold the house, it brought in far more than I expected, giving me the chance to rebuild financially. Much of those proceeds became the foundation of my investments.
At the same time, the business was growing rapidly. Keeping up became increasingly difficult. We handled invoices, collections, payroll, and plant orders ourselves. We never hired office staff. Instead, technology gradually transformed the accounting side of the business, making us far more efficient than we ever imagined possible.
Because our overhead remained low, our profit margins were unusually strong for our industry. Rather than expanding recklessly, we quietly built reserves for a rainy day. This was much to the frustration of our accountant, who constantly encouraged us to buy property instead of renting.
Then came the Great Recession of 2008.
Almost overnight, we lost roughly 20% of our business. Customers demanded price reductions just to keep contracts in place, while others eliminated nonessential services entirely. It became the most difficult period we had ever faced.
But for once, our cautious approach paid off. We were grateful we hadn’t burdened ourselves with an office or excessive payroll. More importantly, we had our rainy day funds.
As the economy slowly recovered, so did we.
Financially, life was improving, but my brother and I were exhausted. Running a business for two decades takes a toll that people on the outside rarely see. Even when things are going well, the responsibility follows you home at night.
Then, in 2012, another landscaper jokingly said, “One day I’m going to own your company.”
A few months later, we approached him to see if he was serious.
By the end of 2012, the business was sold. Part of the agreement required us to stay on for three years to help with the transition, but the reality was clear: the chapter we had started back in 1992 was finally coming to an end.
I officially retired at 55.
Even after the sale, I worried constantly about money. I lived frugally for years, uncertain whether I had truly prepared enough for retirement. Eventually, I realized the planning had been sound all along. Most of the anxiety had existed only in my head.
But years of physical labor eventually caught up with me.
By 2019, simple things like walking uphill became painful. MRI’s revealed severe degeneration and spinal stenosis in my lumbar spine, the result of decades of wear and tear. In 2020, I underwent major back surgery followed by a long recovery. Progress came slowly, but by 2023 I was finally feeling like myself again.
Looking back now, I realize the business gave me far more than financial security. It gave me resilience, perspective, and eventually the freedom to step away. But like most worthwhile journeys, the cost was higher than I understood at the time.
Andrew, I’ve enjoyed your articles to-date. How is your back now? Have u been able to resume normal activities, bend, exercise, etc.?
Thank you so much Margaret. My back is so much better. I have a lot of wires, screws and spacers holding me together from L4 to S1 but I can now walk. Unfortunately no more landscaping.
Excellent article Andrew. You sure hit that nail on the head, All my jobs for delivery boy, to stock clerk, to COOP student, was not so much the job itself, but the people from every background. I learned to Observe people. I think that is what college does today.
Thank you William for taking the time to comment. I love the diversity amongst our fellow citizens and non citizens, they can teach us our culture and vice versa, how wonderful is that.
Thanks Andrew, I really appreciate your perspective on being a business owner.
After about 15 years as an employee, I had 15 years as a business owners and now back as an employee. I love the role of owning and managing a business, but the physical and emotional exhaustion certainly meant that I couldn’t just keep on going forever.
Fortunately I’ve been able to transition back into the workforce, hopefully in a role that will see me through to retirement.
Thank you Greg for your comment. Did you find it difficult transitioning back to an employee?
I’ve been really lucky going back into an employee role. The business owner had a headache, a relatively small part of the business that was giving him disproportionately large problems. So he has given me almost full autonomy, happy to leave me be as long as his problems go away!
The more difficult aspect was actually finding a job. At 52, in a rural area, with an eclectic mix of roles on my resume, I didn’t appear to be a very attractive employee proposition. It was pretty humbling to feel like I almost had to start from scratch, and it certainly makes me appreciate my current role.
Great story of resilience, planning, and adaptation. Congrats!
Thank you so much Jeff, your comment means the world to me.
Andrew, thank you for sharing your story. I think anyone who’s been in business for him/herself can relate.
I worked in a small law firm for most of my career and the business and management part fell mostly on me. You can never really get away from it, and it’s top-of-mind 24/7.
Maybe this consciously or unconsciously influenced our kids. They all now work for large organizations and, while there are undoubtedly pressures of a different sort, I don’t think they’re the same all consuming type. I’m happy for them.
Thank you Andrew. And yes I see my influence in my children and I’m so proud of them.
Andrew, a recurrent theme in many of our stories is the impact that seemingly random decisions have on our futures, (See DJ’s post today about his first job). The decision to start the business, along with that cold call in 1992 would change the trajectory of your entire life. The survival of the venture, divorce, early retirement, and even back surgery all came from those early choices.
I hope that at least one young person reads this and discovers the wisdom in your words.
Thank you Dan for taking the time to comment. I did read DJ’s post and really enjoyed it, a great success story.
Andrew, thanks for a great story. You remind us of the challenging times many have faced during their working careers. One of my managers liked to say that the only real career path is the one in the rearview mirror. it is interesting to look back and see the trajectory our lives and careers have taken. Thanks for sharing yours.
Thank you Rick for your comment, and how true your words are. One hopes that those starting their careers will read our posts and learn from them.
Andrew, your two-part series really speaks to me. I also started my own business, ran it for over two decades, lived through the difficulty of the GFC, and grew as a person through the long slog of building something worthwhile.
I always imagined I was attached to the business by an invisible tether — one that could snap me back into the thick of things at any hour, no matter where in the world I was. But that same business gave me the freedom to retire at 58 and step away from the relentless pressure for good.
Great article. I really enjoyed it.
Thank you so much Mark for sharing your own experiences and for your kind words.