The Remote Islander

From Survival Mode to Remote Career: Oshido Christie on Careevo's Method (Ep. 22)

Sacha Episode 22

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

0:00 | 58:46

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 really takes for Caribbean professionals to break into the international remote job market. Oshido shares how he went from selling resume templates on Etsy to building a full ecosystem — job board, AI-powered tools, and coaching — designed to keep Caribbean professionals home while earning what they deserve. No fluff, no gatekeeping — just the real process.

In this episode:

  • Why mindset is the biggest barrier to landing a remote job (and what to do about it)
  • The 3-part positioning system: resume, LinkedIn, and intro script
  • How Careevo's Job Alignment Tool helps you apply smarter, not harder
  • What the Authority Suite is and who it's built for
  • The Caribbean Remote Job Board: a centralised hub coming to change the game

Ready to start your remote career journey? Head to theremoteislander.com

Guest: Oshido Christie, Remote Career Strategist & COO at Careevo TikTok/Instagram: _.oshido._ | LinkedIn: Oshido Christie | YouTube: https://www.youtube.com/@UC387mOsaN5rNkRGmm-1fXEA



You can find all of our links here:
https://linktr.ee/theremoteislander

Links mentioned:
BairesDev
Keron Rose's Blog
EF SET 15-minute test

*Edit: Payoneer has stopped its referral program but you can sign up for an account here.