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Daily Prompt – What Were Your Parents Doing At Your Age

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My parents retired at 58 and headed straight for Florida—the classic American dream. At 62, I find myself following in their footsteps of early retirement, but the path I took to get here reveals how much the world has changed. While my parents’ success was a testament to their disciplined planning, it also highlights a sobering truth: hitting those same milestones today is a much steeper climb.

The Shifting Economic Landscape

Twenty years ago, the “three-legged stool” of retirement (Social Security, a private pension, and personal savings) was sturdier. Today, that stool often feels like a pogo stick. Several factors have made the “retirement” harder to reach:

  • The Pension Vanishing Act: Most modern workers traded guaranteed monthly pensions for the volatility of 401(k) plans.
  • Cost of Living vs. Wages: Housing and healthcare costs have outpaced wage growth significantly since the early 2000s.
  • The “Safety” Gap: 20 years ago, a modest nest egg could generate a decent income through safe interest rates. Today, savers have to take more risks just to keep up with inflation.

Finding a Different Path

I consider myself incredibly lucky to be retired, but we had to be more “creative” than my parents. We retired with far less saved than they had, which meant the traditional domestic retirement was off the table.

Instead, I became an expat in Brazil. Thanks to my wife’s family roots and the home she already owned there, we were able to bridge the financial gap. I’ve traded the Florida suburbs for a life in Brazil that I truly love.


Reflection

It’s a strange feeling to realize that “good planning” now requires moving across the globe. I am profoundly grateful for where I ended up, but I can’t help but acknowledge that the game has changed—and the rules are much tougher than they used to be. It makes me a bit sad that our kids will have it worse. That American dream does not really exist anymore, whatever that dream is to different people. Each generation should do better. That is no longer the case.

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About Kevin, I spent 40 years in FinTech before retiring to

Rio de Janeiro to trade software releases for a front-row seat

to the beautiful absurdity of life in Brazil. This blog is my digital

porch, a place for unpolished commentary on book reviews,

daily gripes, and the random thoughts of a guy who finally has

the time to pay attention. I’m an observant realist with a deep

appreciation for history, a good quote, and the perspective that

only comes after the career ends. I write to stay sharp, to stay

honest, and to keep the conversation going.


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