Senior System Administrator – Application Support

Role overview

This contract opportunity is for a seasoned Senior System Administrator to support a mission-critical enterprise application and the Microsoft-based environment that powers it. The role focuses on keeping services available, resolving intricate technical issues, assisting users, and helping maintain a dependable and secure IT landscape.

The position is remote within Canada, with occasional travel to Nunavut and other client sites when needed. Candidates must already have legal authorization to work in Canada.

The right person will bring deep application support experience along with practical knowledge of Microsoft 365, Intune, Active Directory, SCCM, Entra ID, Windows 10/11, and enterprise endpoint administration. This role also suits someone who enjoys solving difficult technical problems, guiding less experienced colleagues, and supporting systems used by a large user base.

Application support

• Deliver Tier 2 and Tier 3 support for a business-critical enterprise application.
• Investigate and resolve issues related to the application, supporting infrastructure, authentication, and integrations.
• Work with vendors, internal stakeholders, and technical teams to close incidents.
• Take part in service recovery efforts and root cause analysis.
• Help preserve application uptime, security, and performance.

Microsoft infrastructure and endpoint administration

• Administer Microsoft 365, Entra ID, Active Directory, Intune, SCCM, Group Policy, DNS, DHCP, and VPN tools and services.
• Support Windows 10 and Windows 11 desktop environments.
• Handle endpoint deployment, imaging, patching, and device lifecycle tasks.
• Support Microsoft Teams, SharePoint, OneDrive, Exchange Online, MFA, and identity management solutions.
• Deploy and maintain desktops, laptops, tablets, and mobile devices.

Technical leadership

• Serve as an escalation resource for high-complexity technical problems.
• Coach and support service desk, staging, remote, and field support teams.
• Create and maintain documentation for solutions, procedures, and best practices.
• Contribute to process improvements and stronger operational performance.

Asset and service management

• Keep hardware and software inventory records accurate and up to date.
• Manage incidents, requests, and asset-related tasks through ServiceNow or a similar ITSM platform.
• Assist with hardware rollout, asset tracking, shipping, and lifecycle management.

Required experience and qualifications

• At least 8 years of experience supporting enterprise IT environments.
• Strong background in Tier 2 and Tier 3 technical support.
• Experience supporting mission-critical line-of-business applications.
• Advanced working knowledge of Microsoft 365, Active Directory, Microsoft Entra ID, Microsoft Intune, SCCM/Configuration Manager, Group Policy, Windows 10/11, Exchange Online, SharePoint Online, Microsoft Teams, and OneDrive.
• Experience with mobile device management and endpoint security.
• Hands-on use of ServiceNow or another comparable ITSM platform.
• Understanding of ITIL incident and problem management practices.
• Strong troubleshooting, communication, and documentation abilities.
• Legal authorization to work in Canada is required.

Preferred background

• Microsoft certifications such as Azure Administrator, Microsoft 365 Administrator, or Intune Administrator.
• Practical experience administering ServiceNow.
• PowerShell scripting experience.
• Background supporting public sector, licensing, registry, permitting, or regulatory applications.
• Experience working with multi-site or geographically distributed organizations.
• Comfort working in remote, distributed, or northern operating settings.
• Exposure to Microsoft Teams Rooms, Webex, Crestron, Zoom, DTEN, or similar audio/video conferencing platforms.

Travel and Arctic experience

Although the role is mainly remote, it includes periodic travel to Nunavut in Canada’s Arctic region. This offers a rare chance to combine advanced technical work with experiences in remote northern communities.

• Travel to Nunavut and be compensated for it.
• Visit remote communities and dramatic landscapes that few people get to see.
• Experience Inuit culture, northern traditions, and life above the tree line.
• See Arctic tundra, mountains, wildlife, and the Northern Lights.
• Support technology that helps deliver essential services to northern communities.
• Build experience working in challenging remote environments.
• Add a distinctive and memorable dimension to your career profile.

Why this opportunity stands out

• Remote-first arrangement with occasional travel.
• The chance to support a highly visible and business-critical application.
• Work with modern Microsoft cloud, endpoint, identity, and security technologies.
• Senior-level ownership and influence in technical decision-making.
• Opportunity to travel to Nunavut and experience one of North America’s most unique regions.
• Exposure to Indigenous cultures, Arctic landscapes, northern wildlife, and communities rarely visited by professionals.
• Specialized experience supporting technology operations in remote and northern settings.
• A collaborative team where your expertise has a direct impact on service delivery.
• Meaningful work supporting services relied upon by employees and communities across Canada’s North.

Employment details

This is a contract role based in Canada and structured as remote work with occasional travel requirements. The posting does not specify salary, number of openings, or start date.