How to move to the Caribbean, according to an American remote worker

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I work remotely from a Caribbean island. Here's how I relocated from Oregon, found love, and started a family, without comprising my career.

This as-told-to is based on a transcribed conversation with Shelby Smith. The following has been edited for length and clarity.

For a relatively small island, there's lots to do, and it's a true melting pot. Its beauty stuck out to me among the places I'd visited. Two weeks before I arrived in March 2021, Curaçao's COVID numbers skyrocketed. Three days before I landed, the whole island went on lockdown. I was nervous, but I decided to go and hoped the lockdown wouldn't last long.

I went home as planned to visit my family for the holidays but returned to Curaçao at the end of 2021.I planned to return to Portland to carry out my pregnancy there — not on an island where I had no long-standing relationships. I was also about to start my new remote role as the head of community at a hypnosis app.

Utilities are comparable, but food adds up quickly. Curaçao is a desert island, so not much food grows here. Import taxes are tacked on the cost of food at the supermarket. We're a family of two and a baby, and our monthly grocery bill is around $1,200.

 

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