Mamello Olorunfemi
Technical Support Analyst @Ontario Real Estate Association
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WORK HISTORY
Technical Support Analyst @Ontario Real Estate Association
Toronto, ON, CA
Provide high-level technical support and strategic guidance using ServiceDesk for ticket tracking, asset management, and compliance with IT/security policies. Deliver responsive support for 100k+ users, ensuring smooth operation of Windows 10/11, Microsoft 365, and core business tools across onsite and remote environments.Administer and optimize hybrid infrastructure across VMware and Azure, monitoring and troubleshooting Windows/Linux servers, DNS, AD, IIS, SSL, and GPOs. Spearheaded a server upgrade from Windows Server 2012 R2 to 2022 and migrated Exchange 2013 to 2019, improving reliability and performance. Retired legacy ADFS by implementing passthrough authentication with Entra ID, streamlining identity management.Maintain business continuity with robust backup and recovery systems (Azure Site Recovery, Azure Backup). Strengthen security posture through Sophos Firewall management, VPNs, and endpoint protection with Symantec Endpoint Protection and Encryption. Administer switches and APs to ensure secure networking, oversee regular patching to maintain compliance and performance, and ensure PCI DSS compliance by performing quarterly vulnerability scans and remediating risks.Design, deploy, and support Microsoft 365 services including Exchange Online, SharePoint, Teams, and OneDrive. Implement Entra Conditional Access and MFA policies to protect cloud apps and sensitive data.Enhance efficiency by documenting IT processes, automating provisioning, and streamlining onboarding/offboarding. Develop and deploy custom AI-powered bots with Microsoft Copilot Studio, leveraging sources like websites, SharePoint, and Dataverse for knowledge automation and self-service.Implement Azure ExpressRoute to establish a secure, high-speed private connection between on-premises infrastructure and Azure, improving reliability, reducing latency, and ensuring seamless hybrid integration.
EDUCATION
Festicol FET College, Pretoria, South Africa
College Diploma
University of the People
Associate's degree
Humber College
Post Graduate Certificate
ABOUT MAMELLO OLORUNFEMI
Throughout my career, one pattern has remained constant: I walk into complex environments, uncover the real issues beneath the surface, and fix them, no matter the tools, tech stack, or industry context.My role as Lead Technical Support Analyst at the Ontario Real Estate Association builds on years of doing exactly that. Whether the challenge is a manual process slowing down a team, unclear requirements blocking delivery, or cloud costs growing faster than usage, I focus on identifying what’s truly broken and delivering solutions that create measurable impact.I’ve learned that success in IT isn’t about being tied to a specific tool, platform, or language. It’s about taking ownership, cutting through noise, and using whatever technologies are available to improve efficiency, reliability, and performance.At OREA, this approach shows up in how I support and evolve our cloud infrastructure, strengthen our Windows-based systems, and streamline operations to keep the organization running smoothly. My goal is simple: create order in complexity, reduce friction for users, and deliver improvements that the business can feel.Technologies change. Environments evolve. What stays constant is my mindset: find what’s broken, fix it, and deliver value that matters.
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