About

My Resume

Microsoft 365 Technical Support Engineer - Sunday Oyediran

15 Years Building What Others Only Dream Of From building clockpals.com as a self-taught teenager in 2010 to orchestrating IT infrastructure for 5,000+ users across Caribbean resort chains, I've turned vision into reality for nearly two decades. My journey spans three continents—from managing SDLC operations in Lagos to coordinating telecom systems with Mexico engineers at Grupo Piñero, to leading enterprise deployments for Canadian law firms and corporations. With my Computer Engineering honors degree, 4.2 CGPA from Centennial College, and proven track record deploying everything from Avaya systems to cloud infrastructure, I've now founded SyncApply and Leafva—proving I don't just implement technology, I invent it. Seeking senior leadership roles where 15 years of global experience and entrepreneurial innovation drive transformational impact.

Name:Sunday Oyediran

Email:sunday@isunday.me

Teams:Sunday Oyediran

Phone:4379956436

Experience:15 years

Address:Toronto, Canada

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Education

2019 - 2021

Excelsior Community College, Jamaica - Associate Degree in Information Technology

Completed a comprehensive 2-year program focused on networking, systems administration, programming, cybersecurity, and IT project management, building a strong foundation for managing and securing modern IT infrastructures.

2023 - 2025

Centennial College, Canada – Advanced Diploma in Computer Systems Technology - Networking

Graduated with Honours from a hands-on, industry-focused program emphasizing advanced networking, cloud infrastructure, cybersecurity, and enterprise IT solutions.

2007 - 2012

Osun State Polytechnic, Nigeria – Bachelor of Engineering in Computer Engineering (Honors)

Graduated with Honors from a rigorous, NBTE-accredited program focused on designing, building, and maintaining computer systems and networks, blending advanced hardware, software, and electronics expertise for real-world engineering solutions

In View

Master of Science

Currently pursuing a Master’s degree to further deepen my expertise in advanced IT management and emerging technologies.

Experience

2022 - 2025

SaaS Platform Manager & Technical Lead | Northern Courier - Remote

• Architected and deployed enterprise SaaS platform serving 1,000+ active users with 99.8% uptime, managing full-stack operations from infrastructure to user experience • Led technical integration initiatives with third-party APIs, automating critical business workflows and reducing manual processing time by 60%

2022 - 2025

IT Support Operation Specialist | DBS Networks – Toronto

• Led enterprise infrastructure deployments for 20+ major clients including Access Storage, RecordXpress (Ottawa), law firms (Mills & Mills, Duntrune), and healthcare facilities (Momiji, Tendercare, UHS Unionville) • Spearheaded rack & stack operations for 100+ VMware ESXi hosts and 1,200+ VMs across multiple data centers, ensuring optimal performance and scalability • Delivered 20+ small/medium projects (e.g., SSO migrations, SaaS integrations) for clients like Access Storage and healthcare facilities, emphasizing security and scalability. • Designed and implemented comprehensive network infrastructure including switches, routers, access points, security camera systems, and structured cabling for diverse industry sectors • Coordinated complex field projects across corporate, legal, manufacturing, retail, medical, and residential environments

2020 - 2024

IT Systems Administrator | Grupo Pinero (Grand Bahia Principe Hotels and Resorts) – Jamaica

• Managed enterprise IT operations for international hospitality chain serving 5,000+ staff and guests across Caribbean, Mexico, and Spain locations • Administered comprehensive telecom infrastructure using Avaya and Nortel systems, managing intercoms, IP phones, and communication networks across multiple resort properties • Implemented Azure Virtual Desktop and SharePoint-based document management systems, improving departmental collaboration and data accessibility • Designed and deployed VLAN network segmentation with Windows-based PKI infrastructure, enhancing security posture and device access controls • Managed cloud services, network engineering, and IT operations supporting both staff productivity and guest experience technology systems • Built Python/PowerShell tools for SCIM/SAML/OIDC integrations, automated provisioning workflows, and resolved bottlenecks (e.g., cut manual processing by 60%).

2014 - 2018

Web Developer & Systems Analyst | IJAM Solutions Consult - Nigeria

• Developed and maintained client-facing web applications using C#, ASP.NET, SQL Server, and JavaScript, serving diverse business requirements • Managed complete software development lifecycle (SDLC) for consulting clients, from requirements gathering to deployment and maintenance • Administered Azure SQL Databases and implemented MongoDB solutions for high-performance data management • Created comprehensive technical documentation for all deployments, ensuring sustainable maintenance and future enhancements • Collaborated with cross-functional teams to integrate web services and optimize application performance for reliability and scalability

2025

Founder / Systems Lead | SyncApply & Leafva (SaaS Startup)

Deployed cloud-first IT stack: Microsoft 365, Intune, and Entra ID for identity and device management. Integrated automation scripts for onboarding/offboarding, compliance checks, and license management.

My Skills

Infrastructure & Cloud Architecture: VMware ESXi, Azure AD, Microsoft 365, Windows Server, SharePoint, Azure Virtual Desktop, hybrid cloud deployments

Enterprise Application Management: Netsuite, NewHotel, Innova, warehouse management systems, supply chain platforms (Almacen), HR/payroll systems, custom SaaS platforms

Network & Security Engineering: VLAN segmentation, Windows PKI, Zero Trust implementation, RBAC, MFA, telecom systems (Avaya, Nortel), network infrastructure design

Development & Automation: PowerShell, Python, C#, ASP.NET, JavaScript, API integrations, workflow automation, database optimization (SQL, MongoDB, PostgreSQL)

Project Leadership & Vendor Management: Multi-site infrastructure deployments, cross-cultural team management, vendor partnerships (Business Solutions, Indusflow), field operations coordination

Documentation & Knowledge Management: Infrastructure mapping, device endpoint documentation, AD user allocation, remote support protocols, knowledge base development

Problem Solving

ServiceNow

DevOps

Microsoft Intune

Sunday Oyediran

I'm a Microsoft 365 Technical Specialist System Administrator Cybersecurity Enthusiast Network Engineer DevOps Engineer