🔥 EMPLOYERS: Test-Drive Top Caribbean Talent For As Little As 2 Hours
🔥 JOB SEEKERS: Land Real Remote Work & Build Your Resume
🔥 JOB SEEKERS: Land Real Remote Work & Build Your Resume
🔥 EMPLOYERS: Test-Drive Top Caribbean Talent For As Little As 2 Hours
Positions Available
Employer Partners
Employment Types
Micro Tasks
Real-world projects in bite-sized chunks—quick wins that build your skills, confidence, and portfolio fast.
Internships
Short-term, hands-on roles designed to give practical experience, real deliverables, and a global edge.
Apprenticeships
Structured mentorship and guided projects that help job seekers learn, apply, and shine in real work settings.
Complete real-world tasks and projects, build your resume and grow your career in a supportive, inclusive environment.
Founders, agencies, or small business with meaningful work to delegate, we’ll match you with motivated talent eager to contribute.
Are you tired of scrolling through endless resumes that look good on paper but fall short in real work? Or are you a talented professional from the Caribbean or Latin America who keeps hearing "we love your skills, but..."?
The traditional hiring system is broken. Employers waste thousands on bad hires. Talented professionals get overlooked because of geography.
Introducing the Pineapple Jobs Pilot Program – where forward-thinking companies test-drive exceptional Caribbean talent through risk-free apprenticeships, internships, and micro-jobs.
You've been there – spent weeks interviewing, onboarding, and training only to realize three months in that it's not working out. What if you could "try before you buy" with pre-vetted talent instead?
ZERO RISK HIRING – Start with short-term projects before committing to full-time roles
PRE-VETTED TALENT POOL – Every candidate has been upskilled and assessed for remote excellence
COMPLETE FLEXIBILITY – Choose from 2-hour micro-jobs to 12-week apprenticeships
TURNKEY ONBOARDING – We handle all the paperwork, training, and coordination
OPPORTUNITY & INCLUSION LEADERSHIP RECOGNITION – Showcase your commitment to equitable global hiring practices
"We needed specialized digital marketing help but weren't ready for a full-time hire. Through Pineapple Jobs, we worked with Sophia from Jamaica on a 10-hour micro-job that turned into a recurring monthly contract. The quality exceeded our expectations."
Book a 15-minute discovery call to discuss your needs
We match you with pre-vetted candidates within 72 hours
Start with a small project to evaluate fit and performance
Provide feedback that helps shape our platform
Scale up or wind down with zero obligation
Stop waiting for opportunity to knock. With Pineapple Jobs, you're not just applying for another job – you're stepping into the global remote workforce with companies that value your unique perspective
GET MATCHED WITH REAL COMPANIES – No more sending applications into the void
EARN WHILE YOU LEARN – Build your skills on paid small projects that matter
ADD GLOBAL BRANDS TO YOUR RESUME – Stand out with recognized experience
RECEIVE PERSONALIZED FEEDBACK – Know exactly how to improve
COLLECT VERIFIED DIGITAL BADGES – Showcase your achievements to future employers
"After 6 months of rejection emails, Pineapple Jobs matched me with a US tech company for a 6-week internship. They were so impressed they extended an offer for ongoing contract work. This program changed everything for me."
Complete our 5-minute application
Pass our skills assessment (we'll help you prepare)
Get matched with opportunities aligned with your goals
Complete your first remote assignment with full support
Receive feedback and recognition to fuel your career growth
Show off your growth with a Pineapple Jobs profile showing your new experience, reviews, and badges.
APPRENTICESHIPS
8-12 weeks, part-time
Hands-on work with dedicated mentorship and skill development
INTERNSHIPS
4-6 weeks, project-based
Complete defined projects in digital, creative, or administrative roles
MICRO JOBS
2-10 hours, task-based
Freelance-style gigs for quick wins to build your portfolio
APPLICATIONS CLOSING SOON:
Only 30 candidates will be selected for this career-changing opportunity
Please read carefully
🗓️ STARTS:
Applications close May 31st
Placements begin June 15th
📍 LOCATION:
100% Remote (Caribbean & LATAM residents only)
🛠️ TOOLS:
Simple platforms you already know
(WhatsApp, Notion, Google Workspace)
📊 OUTCOME:
Real work experience, payments, and future opportunities
This isn't just another recruiting platform. The Pineapple Jobs Micro Jobs Pilot Program is pioneering a new approach to global work that benefits everyone. As an early participant, you'll not only get priority access to talent or opportunities – you'll help shape the future of inclusive remote hiring in the Caribbean and Latin America.
Spaces are strictly limited to ensure a high-touch experience for everyone involved.
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jobs@pine-apple.io