Technical Support Specialist

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Job Description

Insight Global is seeking a Technical Support Specialist to join an IT team in Mississauga, ON. This individual will provide hands-on technical support, manage Windows devices and Microsoft 365 accounts, and serve as a key on-site resource for end users.

Responsibilities

• Troubleshoot Windows, Microsoft 365, VPN, MFA, network, hardware, and software issues.
• Manage tickets through Jira Service Management or a similar platform.
• Deploy and manage laptops using Microsoft Intune and Windows Autopilot.
• Support onboarding/offboarding, user accounts, licensing, permissions, and device management.
• Administer users and access within Microsoft 365 and Entra ID.
• Maintain IT documentation, asset records, and knowledge articles.
• Partner with Infrastructure, Security, and Development teams on escalations and system changes.

Required Skills & Experience

• 2+ years of Technical Support, Service Desk, or Desktop Support experience.
• Hands-on experience with Microsoft 365, Entra ID, Intune, and Autopilot.
• Strong Windows hardware/software troubleshooting skills.
• Experience with a ticketing system; Jira Service Management preferred.
• Strong communication and customer service skills.

Nice to Have

• MD-102 or MS-102 certification.
• CrowdStrike or other EDR experience.
• PowerShell scripting.
• macOS support experience.
• Experience with tenant migrations, acquisitions, or company separations.