The Remote Islander
A podcast for remote workers, digital nomads and anyone dreaming of a location-independent lifestyle.
The Remote Islander
Latest Episodes
Stop Applying to the Wrong Jobs — Remote Work Guide for Caribbean Professionals (Ep. 23)
Stop wasting time on job boards that weren't built for you — here's exactly where Caribbean professionals should be looking for legitimate remote work that pays in USD.If you've ever applied to a "remote" job only to discover it's US-onl...
From Survival Mode to Remote Career: Oshido Christie on Careevo's Method (Ep. 22)
Landing a remote job from the Caribbean in 90 days or less — is it actually possible? This episode breaks down exactly how.Sacha sits down with Oshido Christie, Remote Career Strategist and Chief Operations Officer at Careevo, to talk ab...
How to Get Hired by BairesDev in 2026: Caribbean & LatAm Guide (Ep. 21)
BairesDev is still one of the best doors into USD-paying remote work from the Caribbean — but the way in has changed, and most applicants don't know it.In this episode, I break down the 2026 version of BairesDev: what's new in their appl...
From Fired to Hired: Pris vs. The Remote Job Market (Ep. 20)
Lost your remote job? Here's how one Caribbean professional went from contract terminated to new retainer client — in under a month.Priscilla McClure (aka Pris vs. The World) is a Jamaican copywriter and marketer who built her entire rem...
AI & Remote Work: What Caribbean Professionals Must Know in 2026 (Ep. 19)
AI is reshaping remote work fast — and if you're a professional in the Caribbean or Latin America, you need to know exactly where you stand.In this episode, we break down the AI conversation honestly. No hype, no fear-mongering — just a ...