BOLAJI OWOKONIRAN
Kitchener
Summary
Results-driven IT Support and Cybersecurity Specialist with over 5 years of progressive experience across enterprise and MSP environments. Developed a strong technical foundation during a one-year IT Security & Network internship at Polaris Bank, gaining hands-on skills in Active Directory, firewalls, and compliance practices. Advanced to Systems Security Analyst at Leadway Assurance (insurance sector), where I delivered proactive threat monitoring, vulnerability management, and incident response using enterprise SIEM and security tools. Most recently served as an IT Support Technician – Tier 2 at Loblaws, providing end-to-end support for servers, workstations, Azure, and Microsoft 365 environments, while managing security patches, endpoint protection, and client documentation.
Proficient in Azure AD, Intune, WSUS, Defender for Endpoint, Splunk, QRadar, and SolarWinds, with proven expertise in troubleshooting complex issues, managing multi-client environments, and delivering exceptional user support. Certified in CCNA, CompTIA Security+, and Microsoft Cybersecurity Analyst, with a track record of balancing technical expertise, compliance requirements, and customer service to consistently deliver secure, reliable IT solutions.
Overview
8
8
years of professional experience
1
1
Certification
Work History
IT Support Technician – Tier 2 (System Security)
Loblaws Companies Limited
05.2023 - 08.2025
- Provided tier-2 support for servers, workstations, and Microsoft 365 environments across multiple business units, using ServiceNow for ticketing and Remote Desktop/TeamViewer for remote support.
- Managed user accounts, access permissions, and security configurations in Azure AD, Office 365 Admin Center, and Intune to maintain secure access across environments.
- Applied critical patches and updates to strengthen endpoint and server protection using Windows Server Update Services (WSUS), SCCM and Microsoft Endpoint Configuration Manager.
- Troubleshot malware and complex performance issues with Microsoft Defender for Endpoint, Malwarebytes, Sophos ensuring rapid resolution.
- Developed step-by-step documentation for troubleshooting and system configurations using Confluence and SharePoint, improving efficiency and consistency across the support team.
- Trained users on how to operate components and systems.
Systems Security Analyst
Leadway Assurance Company
05.2019 - 12.2022
- Monitored the company’s IT infrastructure for threats, intrusions, and abnormal activity using QRadar SIEM, Splunk, and SolarWinds ensuring compliance with regulatory requirements.
- Conducted regular vulnerability scans and penetration testing with Nessus, OpenVAS, and Kali Linux to reduce risk exposure and safeguard customer data.
- Investigated and contained security incidents using EnCase and Wireshark, collaborating with IT teams to implement corrective measures and prevent recurrence.
- Integrated Microsoft Azure Security Center and Endpoint Manager (Intune) into existing infrastructure to strengthen endpoint and cloud security posture.
- Produced compliance-driven reports and fine-tuned log correlation in QRadar SIEM to support audits and meet insurance industry regulatory standards.
Network & Security Intern
Polaris Bank
01.2018 - 12.2018
- Assisted in day-to-day management of the bank’s IT infrastructure, supporting firewall and VPN configurations on Cisco ASA and Fortinet devices.
- Helped deploy and maintain Windows workstations and servers, applying updates through WSUS and monitoring performance with SolarWinds.
- Supported end users with password resets, account management, and access permissions in Active Directory.
- Participated in security monitoring and incident response activities using Wireshark and Snort IDS/IPS.
- Contributed to backup and recovery operations by assisting with Veeam Backup & Replication testing.
- Gained exposure to compliance requirements in the banking sector, including PCI-DSS and ISO 27001 standards.
Education
Postgraduate Certificate - Web Development
Conestoga College
08.2024
Bachelor of Science - Computer Science
Lagos State University
04-2021
Skills
- Microsoft 365 Administration (Exchange, Intune, Defender, Teams, SharePoint)
- Azure Infrastructure (VMs, AD, Conditional Access, Security)
- Networking (LAN/WAN, TCP/IP, VPNs, Firewalls, Routing & Switching)
- Virtualization (VMware, Hyper-V)
- Endpoint Security & Threat Response
- Ticketing Systems (ConnectWise, ServiceNow, Jira)
Certification
Google IT Support Professional Certificate - Google Coursera |
Google Cloud Cybersecurity - Google Coursera |
Microsoft Cybersecurity Analyst - Google Coursera |
CompTIA Security+ (SY0-701) - Udemy |
Certified Network Associate (CCNA) -Cisco |
Technical support fundamentals - Google Coursera |
Computer Networks and Network Security - IBM |
Fortinet Network Security - Google Coursera
Academic transcripts/Certificates
Available on request
Timeline
IT Support Technician – Tier 2 (System Security)
Loblaws Companies Limited
05.2023 - 08.2025
Systems Security Analyst
Leadway Assurance Company
05.2019 - 12.2022
Network & Security Intern
Polaris Bank
01.2018 - 12.2018
Bachelor of Science - Computer Science
Lagos State University
Postgraduate Certificate - Web Development
Conestoga College