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When Charity Kreher's husband was offered a job in Puerto Rico, the couple mulled over the opportunity before coming to the same conclusion: "Why not?" Kreher had never stepped foot on the island ...

This as-told-to essay is based on conversations with Michael McCready, 56, a lawyer who moved from Chicago to San Juan, Puerto Rico, in January. The conversation has been edited for length and clarity ...

Jarrell Chalmers and his partner, Jose Diaz, moved to Puerto Rico to escape high rents in Jersey City. They work remotely in marketing but have also started a coffee company to support local farms.