Never Retire

Never Retire

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Never Retire
Never Retire
Never Retire: Sounds Like a Stigma—Until You Realize It’s a Strategy

Never Retire: Sounds Like a Stigma—Until You Realize It’s a Strategy

How I learned to live with uncertainty and build something that works

Rocco Pendola's avatar
Rocco Pendola
Aug 07, 2025
∙ Paid
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Never Retire
Never Retire
Never Retire: Sounds Like a Stigma—Until You Realize It’s a Strategy
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Never Retire hits hard the first time you hear it.

You can’t help but to view it negatively. Like you’re slogging through a workday, your manager drops your paycheck on your desk, you look at the number and think—

I’ll never retire. I’ll be working for the rest of my life.

In American society—and many others—we’ve been conditioned to believe that if you don’t quit work somewhere between 60 and 70, it means you failed.

You didn’t work hard enough. You didn’t save enough. You didn’t pick yourself up by your bootstraps enough.

The remainder of this post is for paid subscribers, but—

If any of this resonates—if you’ve been thinking differently about work, retirement, or what a sustainable life even looks like—you’re in the right place.

I’m writing more posts this month about how I earn, spend, move, and structure a life that works without chasing the traditional version of retirement.

You can get the paid ones too—including the full breakdown of what I actually earn and spend in Spain—for a few bucks a month, or less if you go annual. And even less if with a founding membership, which converts to a lifetime subscription.

Never Retire is part writing, part philosophy, part experiment in living better—especially in midlife.

Thanks for reading.

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