🎙️ Meet Oshaine: The Tech-Savvy Storyteller from Jamaica 🇯🇲
By day, he's a computer science student mastering algorithms and databases — by night (and weekend), he's the creative force behind The Flipside Of Technology and Digital Dad Defence. With over a decade of call center grit, rising from agent to operations manager, Oshaine blends leadership, tech, and humor into every project he touches.
He’s the kind of guy who can debug a smart home sensor, design a Joomla module, create a Power Rangers skit about bag juice, and still drop parenting gems for Caribbean dads on TikTok. A BPO veteran, AI explorer, smart home enthusiast, and animation expert — all rolled into one digital Swiss Army knife.
From scripting viral shorts to resizing VM disks in CasaOS like a boss, Oshaine doesn’t just use technology — he flips it, redefines it, and teaches others how to embrace it.
Hi, I’m Oshaine Michaels
a
Tech Educator & Digital Content Creator.
BPO Operations Leader.
Smart Home & AI Enthusiast.
Creative Strategist with a CS Brain.
Founder, Digital Dad Defence
Founder, The Flipside Of Technology
Founder, Jamaican Smart Home
Driven by purpose and powered by curiosity, I’m a Jamaican-born leader who blends 10+ years of BPO operations experience with a Computer Science degree, a passion for storytelling, and a deep love for technology. Whether managing teams, building smart homes, developing apps, or creating educational content for Caribbean audiences, I thrive on solving problems and making complex ideas simple and accessible. I wear many hats, and that’s my superpower. From data structures to dad jokes, Proxmox VMs to viral TikToks, I move confidently between roles to stay agile, creative, and effective in every project I take on. Let’s flip the script on what technology can be together.
What I Do
Tech-Driven Content Creation
Scripted, edited, and delivered tech content for modern audiences — from TikToks to tutorials.
BPO Leadership & Operations Strategy
10+ years leading people, projects, and performance in fast-paced call center environments.
App & Web Development
Building digital tools from budgeting apps to database-driven platforms — currently exploring AI integrations.
Smart Home & Automation
Simplifying the smart life for Caribbean households through hands-on solutions and creative demos.
Creative Direction & Animation
Background in visual storytelling — from 2D/3D animation to branding and quality control.
Training, Coaching & Leadership Development
Designed and led leadership training programs — turning potential into performance.
My Resume
Education Quality
Bachelor of Science in Computer Science
University of The People (2024 - 2025)Built on my associate-level knowledge with advanced topics like artificial intelligence, databases, computer graphics, and software engineering. Throughout this program, I completed real-world projects, developed a budgeting app, and explored smart home automation, combining technical depth with practical application.
Associate of Science in Computer Science
University of The People (2017 - 2024)A solid foundation in computer science, covering programming, data structures, algorithms, and mathematics. This program sparked my transition from operations to tech, helping me merge logical thinking with creative problem-solving.
Job Experience
Sales Leader
Etech Global Services - (2025 - Present)Responsible for driving sales performance, coaching and developing the sales team, and ensuring high-quality customer service. Set targets, monitor performance, and identify opportunities for improvement.
Retail Supervisor
Secrets/Breathless Resorts & Spa - (2023 - 2025)Responsible for overseeing day-to-day retail operations, including customer service, sales, and inventory management. Played a key role in staffing, training, and motivating retail associates to achieve sales goals and maintain high customer satisfaction. Involved in merchandising, inventory counts, and ensuring the store environment is clean and well- maintained.
Opertations Manager
ContactPoint 360 - (2021 - 2023)I currently serve as head of the department for multiple campaigns and as the primary point of contact for client communications. Overseeing Collections, Customer Service and Sales projects, reporting directly to the Site Director.
Blue Hat Sales Manager
Centerfield - (2020 - 2021)Served as a Blue Hat Manager, sometimes called a Manager In Training specifically assigned to the OJT department where my primary responsibility involves coaching and development for new hires. My job is to ensure that all new hires are production-ready before graduating them to the production environment.
Opertations Manager
Collective Solution - (2017 - 2019)I served as head of the department for the LOB managed and as the primary point of contact for client communications. Overseeing a direct reporting relationship of over 120 CSA and 18 support staff including QA, Team Leaders and Team Managers. In the absence of the other Operations Managers, I oversee an additional 400 CSAs.
Tech & Tools
Flutter & Dart
Web Development (HTML, CSS, WordPress)
Database Systems (MySQL)
Smart Home Automation (Home Assistant, CasaOS)
Virtualization & VMs (Proxmox, LVM, Docker)
Creative & Strategic
Video Scripting & Editing
Animation & Visual Storytelling
Branding & Content Strategy
Clients Supported
Contact Me
Oshaine Michaels
Bachelor of Science in Computer Science (BSCS)I am available for work. Connect with me via the channels below
Phone: "+206-278-4746" Email: "[email protected]"