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Added 49 mins ago
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Insight Global

Technical Support Specialist

Mississauga, ON, Canada

Pay: $65k/yr · Full-time

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Job details

Pay: Pay: $65k/yr
Job type: Full-time
Apply by: Nov 21, 2026
Experience: 2+ years of Technical Support, Service Desk, or Desktop Support experience.
Posting language: English
Posted: Oct 22, 2026

Original job description

Pay: $65k/yr

Vacancy: New Vacancy (New Role)

Workplace: Hybrid Mississauga (3 Days On-Site)

Artificial intelligence tools are used to assist in screening and assessing applicants for this position.

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.

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More about this job

Responsibilities

Provide hands-on technical support for Windows devices, Microsoft 365 accounts, connectivity, hardware, and software, while managing support tickets and device deployments. Support user onboarding and offboarding, account and access administration, IT documentation and asset records, and collaborate with Infrastructure, Security, and Development teams on escalations and system changes.

Requirements

Requires at least two years of technical support, service desk, or desktop support experience, along with hands-on experience using Microsoft 365, Entra ID, Intune, and Autopilot. Candidates should have strong Windows troubleshooting, ticketing-system experience, and communication and customer service skills; MD-102 or MS-102 certification, EDR, PowerShell, macOS, and organizational transition experience are advantageous.

Skills

Technical Support
Windows Troubleshooting
Microsoft 365
Entra ID
Microsoft Intune
Windows Autopilot
Jira Service Management
VPN
Multi-Factor Authentication
Network Troubleshooting
Hardware Troubleshooting
Software Troubleshooting
PowerShell
CrowdStrike
macOS Support
Customer Service

Visa sponsorship

Not detected in the job text

Keywords

Technical Support
Service Desk
Desktop Support
Windows
Microsoft 365
Entra ID
Microsoft Intune
Windows Autopilot
Jira Service Management
VPN
Multi-Factor Authentication
Network Troubleshooting
Hardware Troubleshooting
Software Troubleshooting
User Onboarding
User Offboarding
Account Management
Licensing
Permissions
Device Management
IT Documentation
Asset Management
MD-102
MS-102
CrowdStrike
Endpoint Detection and Response
PowerShell
macOS
Tenant Migrations
Customer Service

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