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Not a tourist, not an expat: the rise of the midlife working trip

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18.04.2026

I’m a writer and yoga teacher based in Washington DC. I’ve travelled widely, but this time I did something different. I went to Chile — not for a holiday, and not to become an expat. I went to live there for a while, to keep working, to keep earning and to see whether there’s a workable middle ground between a fortnight away and blowing up your entire life and living as a digital nomad.

It turns out, there is. And it’s better than either extreme.

In midlife, you don’t need to reinvent everything to feel different. You can create movement and perspective without giving up your home, your routines, or your income. A trip like this can help you step into what’s next — or confirm what’s already working. Here’s what I learned.

Start with your home. Before you even think about flights, decide what you actually want: zero hassle, cost coverage, or income. Pick one.

Where you stay matters. This is your temporary life — revel in it. It should feel welcoming. You want to feel comfortable and be able to carry home your shopping........

© Buenos Aires Herald