Reporting to the Senior Manager, IT Infrastructure, the Systems Administrator is responsible for the administration, security, availability, and continuous improvement of PBAS/MDM Insurance's infrastructure and cloud services. The role serves as the primary internal infrastructure expert, providing technical leadership, oversight of third-party hosting partners, management of the Microsoft 365 environment, and support for the organization's ongoing transition to the Drawbridge platform. This role provides an opportunity to evolve from infrastructure administration into solution and infrastructure architecture as the organization's transformation initiatives mature.
Responsibilities
Serve as the primary escalation point for infrastructure issues that extend beyond first-level support and operational triage
Review, validate, and challenge recommendations provided by third-party hosting providers regarding architecture, performance, security, availability, backup, and disaster recovery strategies
Provide technical guidance and recommendations to MDM and PBAS leadership regarding infrastructure investments, risks, and opportunities
Maintain current knowledge of infrastructure best practices and emerging technologies
Install, configure, administer, and support Windows-based virtual server environments
Implement, monitor, and maintain backup, replication, and recovery processes
Lead the development, maintenance, and testing of disaster recovery capabilities aligned with defined Recovery Time Objectives (RTO) and Recovery Point Objectives (RPO)
Coordinate and document semi-annual disaster recovery testing exercises
Ensure timely operating system and infrastructure patching while minimizing risk to production services
Monitor system performance, availability, and capacity, proactively identifying potential issues before service impacts occur
Act as the primary MDM contact for infrastructure-related security incidents and alerts identified by internal or external security operations teams
Coordinate remediation efforts arising from vulnerability assessments, penetration testing, and security audits
Work closely with PBAS security resources to implement and maintain security controls across infrastructure and cloud environments
Support security initiatives related to identity management, endpoint protection, access control, logging, monitoring, and threat detection
Manage Microsoft Defender for Cloud recommendations and coordinate remediation to improve the Azure secure score
Administer and maintain the Microsoft 365 tenant, ensuring the availability, security, performance, and governance of all services
Manage Microsoft 365 licensing, user provisioning, deprovisioning, and access administration processes
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Configure, monitor, and support Exchange Online, Entra ID (Azure AD), SharePoint Online, OneDrive, Microsoft Teams, Intune, and related Microsoft cloud services
Implement and maintain Multi-Factor Authentication (MFA), Conditional Access policies, role-based access controls, and identity protection capabilities
Monitor Microsoft 365 security alerts, investigate incidents, and remediate risks related to identity, email security, and tenant configuration
Administer retention policies, auditing, and governance controls in support of organizational compliance requirements
Provide Tier 2 and Tier 3 support for Microsoft 365 services, authentication, collaboration tools, and endpoint management
Evaluate and recommend new Microsoft 365 capabilities that improve security, productivity, and operational efficiency
Administer Azure subscriptions and resource groups, including naming and tagging standards, role-based access control (RBAC), and Azure Policy governance
Provision, configure, and support Azure virtual machines, storage, virtual networks, network security groups, and VPN connectivity, including hybrid connectivity to the Halex-hosted environment
Implement and manage Azure Backup and Azure Site Recovery as components of the overall backup and disaster recovery strategy
Manage Azure Key Vault, including certificates, keys, and secrets
Manage Azure cost and consumption through budgets, alerts, usage reviews, and right-sizing recommendations
Administer hybrid identity, including Entra Connect synchronization, Privileged Identity Management (PIM), app registrations, service principals, and managed identities
Administer the MDM Azure DevOps organization, including user access, permissions, service connections, and vendor (i3) access
Automate Azure administration and deployments using PowerShell, Azure CLI, and infrastructure-as-code tools (Bicep, ARM templates, or Terraform)
Develop and maintain infrastructure standards, operational procedures, technical documentation, and system diagrams
Monitor infrastructure health, performance, and capacity across hosted and cloud environments
Configure and maintain Azure Monitor, Log Analytics, and alerting for Azure resources and hybrid workloads
Identify opportunities to automate repetitive operational processes and improve service delivery
Participate in change management activities to ensure infrastructure changes are planned, documented, and implemented effectively
Contribute to Drawbridge/i3 infrastructure design as MDM functions migrate to the new platform
Participate in architecture reviews and technology planning activities
Assist in defining infrastructure standards and operational support models for the future platform
Support Azure hosting and environment management (development, test, and production) should the Drawbridge platform be hosted in Azure
Requirements
Minimum 5 years of experience in Systems Administration, Infrastructure Administration, or a related IT infrastructure role
Hands-on experience administering Windows Server environments, including Active Directory and Group Policy
Experience managing virtualized server and desktop environments (ideally Proxmox VE and Parallels RAS)
Experience administering Microsoft 365 services, including Exchange Online, Entra ID (Azure AD), Teams, SharePoint Online, and OneDrive
Experience implementing and supporting backup, replication, disaster recovery, and business continuity solutions
Experience patching, maintaining, and supporting production infrastructure in a high-availability environment
Experience working with third-party hosting providers, managed service providers, or cloud service vendors
Strong understanding of infrastructure security principles, including identity management, access controls, vulnerability remediation, and security best practices
Minimum 2 years of hands-on Microsoft Azure administration experience, including IaaS, networking, RBAC, and governance
Experience with PowerShell and Azure CLI scripting and infrastructure-as-code tools (Bicep, ARM templates, or Terraform)
Strong troubleshooting, problem-solving, and root-cause analysis capabilities
Ability to evaluate vendor recommendations and provide independent technical guidance
Strong verbal and written communication skills
Ability to document technical solutions, procedures, and architectural decisions
Proven ability to work independently while managing multiple priorities and deadlines
Strong stakeholder management skills with the ability to work effectively across multiple organizations and vendor relationships
Nice to have:
Microsoft Certified: Azure Administrator Associate (AZ-104) preferred; AZ-500 or AZ-305 an asset
Benefits
On-site parking
Paid time off
Important Details
Work Location: Hybrid remote in Guelph, ON N1G 5B2
About the Company
PBAS/MDM Insurance is transitioning to the Drawbridge platform.