Media & Speaking

Available for podcasts, panels, and speaking engagements on Caribbean tech entrepreneurship, remote work, and building software businesses.

Topics I Speak About

14+ years of building software from Jamaica has given me perspectives on tech entrepreneurship that differ from the Silicon Valley narrative. Here's what I can contribute to conversations:

🌴 Remote Work from the Caribbean

The realities of building a global client base from Jamaica. Timezone advantages, infrastructure challenges, and the arbitrage opportunity.

💰 Charging International Rates

Why Caribbean developers should stop underselling themselves. Value-based pricing, client perception, and building wealth remotely.

🔧 Productizing Client Work

How to turn custom client projects into repeatable products. The journey from freelancer to product creator.

🇯🇲 The Jamaica Tech Ecosystem

What's working, what's missing, and opportunities for the next generation of Jamaican tech entrepreneurs.

🏗️ Building for Local Markets

Creating software for Caribbean businesses. Payment integrations, WhatsApp-first design, and local context.

📈 Scaling Without VC

Growing a software business through revenue, not funding. The bootstrapped approach to sustainable growth.

👨‍💻

Leroy Alexander

Founder, Ezy Web Pro
Mandeville, Jamaica

Speaker Bio

Leroy Alexander is a software developer and tech entrepreneur based in Mandeville, Jamaica. Over 14+ years, he has built a portfolio of "Ezy" branded WordPress plugins serving Caribbean businesses in tour operations, car rentals, micro-lending, and e-commerce.

Working remotely from Jamaica since before remote work was mainstream, Leroy has served clients across the US, UK, Canada, and the Caribbean — earning over $200,000 on Upwork with a 100% job success rate.

His work focuses on solving problems that generic software ignores: Caribbean payment integrations, WhatsApp-first booking systems, and software designed for how local businesses actually operate.

Leroy speaks about remote entrepreneurship, building products for underserved markets, and the opportunities available to developers willing to work outside traditional tech hubs.

14+
Years Remote
$200K+
Earned
68
Contracts
10+
Products Built

Sample Talking Points

Here are examples of topics I've discussed or can contribute to in interviews and panels:

ENTREPRENEURSHIP

"Why I Stopped Chasing $250/Hour and Started Building Products"

The transition from high-rate consulting to product creation. Trading hours for leverage. Building recurring revenue while serving clients who can't afford hourly rates.

Productization Business Models Bootstrapping
REMOTE WORK

"The Timezone Advantage: Working US Hours from the Caribbean"

Jamaica is EST — the same timezone as New York. This creates an opportunity other offshore regions don't have. Real-time collaboration at non-US prices.

Remote Work Geographic Arbitrage Client Relations
PRODUCT DEVELOPMENT

"Building Software for Markets Big Tech Ignores"

Stripe doesn't fully support Jamaica. Generic booking software assumes US payment methods. There's opportunity in solving problems for underserved markets.

Market Gaps Local Solutions Caribbean Tech
CAREER

"From Upwork to Own Products: The 14-Year Journey"

Starting on freelance platforms, building reputation, transitioning to direct clients, then creating products. The long game of building a sustainable tech business.

Career Path Freelancing Product Business

Invite Me To Speak

I'm available for podcasts, virtual panels, webinars, and in-person events (Caribbean region). Happy to contribute to conversations about tech entrepreneurship, remote work, and building businesses outside traditional tech hubs.

🎙️

Podcasts

30-60 minute conversations on tech, entrepreneurship, remote work

💻

Virtual Panels

Webinars, Twitter Spaces, LinkedIn Live, virtual conferences

🎤

Speaking Events

Tech meetups, conferences, university talks (Caribbean region)

"The narrative that you need to be in San Francisco to build a tech company is outdated. You need skills, internet access, and the willingness to solve real problems. Those things exist everywhere."

Book Me for Your Show or Event

Reach out with details about your podcast, panel, or event. I'll respond within 48 hours.

Get in Touch