Job Description
On a typical day, you will respond to support requests through phone, email, Microsoft Teams, Jira Service Management, and in-person inquiries.

You will troubleshoot hardware, software, network, VPN, MFA, and Microsoft 365 issues, while preparing laptops and accounts for new employees.

You will also support device deployments, maintain asset records, document solutions in Confluence, and collaborate with infrastructure, development, and security teams on more complex issues.

Key Responsibilities
- Provide technical support for Windows laptops, Microsoft 365, network connectivity, VPN, MFA, and office equipment.
- Log, prioritize, resolve, and escalate support tickets through Jira Service Management.
- Configure and deploy laptops using Microsoft Intune and Windows Autopilot.
- Manage employee onboarding and offboarding, including accounts, licences, devices, group memberships, and access.
- Maintain accurate hardware and software inventory records.
- Ensure devices have the required security tools, encryption, and updates.
- Create and maintain knowledge articles, SOPs, and user guides in Confluence.
- Identify recurring technical issues and recommend process or system improvements.
- Partner with infrastructure, development, and security teams during escalations, migrations, and system changes.

Skills and Requirements
2+ years of experience in technical support, service desk, or desktop support.

Hands-on experience with Microsoft 365, Microsoft Entra ID, Intune, and Windows Autopilot.

Experience supporting Windows laptops and resolving hardware, software, account, and connectivity issues.





Strong communication, customer service, organization, and problem-solving skills.

Ability to work on-site in Mississauga three days per week and occasionally support planned after-hours changes.

Jira Service Management, Power

Shell, Crowd

Strike, macOS, or tenant migration experience would be considered an asset.
- Microsoft certifications such as MD-102 (Endpoint Administrator) or MS-102 (Microsoft 365 Administrator)
- Experience with Crowd

Strike Falcon or another endpoint detection and response (EDR) tool
- Experience supporting an acquisition, company separation, or tenant-to-tenant migration
- Basic Power

Shell scripting experience for user and device management
- Experience supporting macOS environments
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day.

We are an equal employment chance/affirmative action employer that believes everyone matters.

Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances.

If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to [email protected].

📌 Technical Support Specialist (Mississauga)
🏢 Insight Global
📍 Mississauga