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Hosted by Sacha · 🇺🇸 US · EN-US · 31 episodes
Established thought leaders with verified media credentials.
A podcast for remote workers, digital nomads and anyone dreaming of a location-independent lifestyle.
Sacha hosts The Remote Islander, a business show with 31 episodes published.
What if the real gap between you and a remote job isn't information, it's action? This episode, I'm getting into something that's been on my mind for a while: the claim that Caribbean remote work voices like Krishna Dewo
Ever wondered how to get to a point in your career where you can CHOOSE your next job? Krishna Dewor has the answer. Krishna is a Client Support Concierge based in Kingston, Jamaica, with eight years of remote work under
What does it actually take to get hired for a remote job, straight from the person on the other side of the table making the hiring decisions? This week I sit down with Tahirah Banks-Webster, founder and strategist from
The Caribbean has genuine remote work advantages: English fluency, cultural alignment with North America, strong technical education, so why isn't the opportunity converting at scale? In this episode, I break down the re
If you're earning money from a foreign employer and living in Jamaica, you have a tax obligation - and it's yours to manage, not your employer's. In this episode, I sit down with Colette Guthrie, a tax professional at Pr
Nine years of remote work, two layoffs over video calls, and a journey from Jamaican radio journalist to Foundpreneur — Stephen Stanbury has seen it all, and he's not holding back. Stephen Stanbury went from getting a le
Seven companies. Zero geographic restrictions. All hiring globally - and yes, that includes you. In this episode, I break down seven remote-first companies that are genuinely worth your time as a Caribbean or LATAM profe
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 di
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 C
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
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 bu
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-m
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, th
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 co
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 a
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, proactive
Level up your remote work game in the second part of our "Complete Remote Worker's Guide"! This episode, "The Technical Toolkit," focuses on the essential hard skills and digital tools that empower efficient and effectiv
Dive into the essential human elements of working from anywhere in the first part of our "Complete Remote Worker's Guide"! In this episode, "The People Side of Remote Work," we unpack the crucial soft skills that define
Are you feeling uninspired or unproductive in your home office? You're not alone! Your workspace plays a HUGE role in your daily focus and overall wellbeing. In this episode, we dive deep into the world of workspace opti
Drowning in deadlines and distractions? You're not alone! This week on The Remote Islander, we're tackling the universal challenge of time management. Discover practical strategies to regain control of your schedule, fin
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The Remote Islander is hosted by Sacha. The show is categorised under business (careers) and has published 31 episodes.
The Remote Islander has published 31 episodes.
The Remote Islander regularly covers business, careers. It sits in the business category, with a careers focus.
The Remote Islander is accessible for guests with genuine business expertise. A personalised, episode-aware pitch will still outperform a generic one every time.
The Remote Islander hasn't explicitly signalled guest openness in recent episodes. That doesn't rule out pitching. your hook just needs to be especially compelling and relevant to their recent content.
Episodes of The Remote Islander average 35 minutes. a focused format where a clear narrative arc and tight preparation matter most.
Our data rates The Remote Islander's guest bar at 80/100 (Premium tier). Established thought leaders with verified media credentials. Sign in to PitchCentric to see how your own Pod Score compares against this show.
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