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The Remote Islander

Sacha

A podcast for remote workers, digital nomads and anyone dreaming of a location-independent lifestyle.

PublishesTwice monthlyEpisodes24Foundeda year ago
Number of ListenersCategories
CareersBusiness

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Artwork for The Remote Islander

Latest Episodes

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 about what it... more

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 application pro... more

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 remote career ... more

YouTube

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 clear-eyed ... more

Happy (late) New Year, Islanders! We are almost to the end of the first chapter of 2026, and if you’re already feeling "winded," you aren't alone. While the rest of the world is watching their resolutions gather dust, the "Burnout Beast" is already k... more

YouTube

In the episode, I interview Crisha Sarah Bowen about her 10-year journey as a coach, her unique path to starting a co-working space, and her message of "living in your purpose". Crisha details her spontaneous start in coaching in 2015 , how she manif... more

YouTube

In this episode, I talk with my longtime friend, Crystal Duncan, about the power of support systems in a remote career. Crystal, who has served as a cheerleader and guide to many new remote workers, shares the detailed advice she gives to people inte... more

YouTube

Wondering how to level up your remote work career? 

In this episode of The Remote Islander, we dive into the strategies for career growth when you're working remotely. 

We cover how to stay visible to management, proactively communicate your impact... more

YouTube

Key Facts

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Chart Rankings

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Apple Podcasts
#153
Canada/Business/Careers

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How many episodes of The Remote Islander are there?

The Remote Islander launched a year ago and published 24 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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