Systems Administrator (Windows, Linux)

Salary: $80,000 - 90,000 per year

Requirements:

• At least 3 years of experience administering Windows Server and Active Directory, including DNS, DHCP, Group Policy, and permissions.
• Strong networking skills, including IP addressing, routing, VLANs, VPNs, and independently implemented firewall changes.
• Methodical troubleshooting skills and clear written English, with ticket notes detailed enough for colleagues to continue work.
• Legal entitlement to work in Canada and ability to work on site four days per week.
• Ability to commute reliably to Toronto, Ontario, or relocate before starting.
• Assets: Linux command line, PowerShell or other scripting, virtualization and backup tools, EDR or RMM, and Google Workspace.
• Applicants are asked to describe a procedure they wrote and a real fault or outage they personally resolved within the past two years.

Responsibilities:

• Administer Windows servers, Active Directory, virtual machines, backups, and business-contingency testing.
• Manage firewalls, VPNs, and office networks across multiple locations.
• Maintain endpoint patching and security using EDR, RMM, encryption, and MFA; review security logs and respond to alerts.
• Maintain Linux servers supporting monitoring, security, and backup tools.
• Provide direct user support for laptops, accounts, access, and same-day fixes.
• Document work through ticket notes, procedures, change records, and audit evidence.
• Automate recurring tasks with scripts and participate in upgrades, migrations, and ERP and client-platform updates.
• Build independent ownership of routine support, endpoint security and patching, and current written procedures for the systems you manage.

Technologies:

• AI
• Active Directory
• ERP
• Firewall
• Support
• Linux
• PowerShell
• Security
• Windows
• VPN

More:

We are hiring directly for a hands-on generalist role at a regulated financial services company with several offices. Our IT team comprises two systems administrators and an IT Director, and the role offers the opportunity to own projects from start to finish in a single environment. This is an existing, full-time, permanent vacancy based in downtown Toronto, with four days on site each week and an annual salary of $80,000–$90,000. We offer three weeks of vacation and casual dress. Our confidential hiring process includes two short written questions, a technical interview with a troubleshooting scenario, and a final in-person meeting; there are no take-home tests. We share the company name before the in-person meeting, and interviewed candidates hear back within 45 days. AI assists with screening, but people make all hiring decisions; accommodations are available at every stage. The work location is in person.

last updated 46 week of 2026