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About the Role

This hybrid role provides hands-on infrastructure administration and technical leadership for internal IT and Managed Services clients. The Senior Systems Administrator will be the primary technical escalation point for complex incidents and day-to-day technical decisions, mentoring team members and improving technical standards across on-premises, Microsoft 365, and Azure environments.

Responsibilities

• Design, deploy, and maintain IT infrastructure, including physical and virtual servers, operating systems, storage platforms, and supporting services.
• Ensure infrastructure availability, reliability, security, and performance through proactive monitoring, maintenance, and capacity management.
• Plan and execute operating system upgrades, security patches, maintenance releases, and infrastructure lifecycle activities.
• Implement, test, and maintain backup, disaster recovery, and business continuity solutions.
• Support data centre and server room operations, including hardware deployments and equipment lifecycle management.
• Maintain accurate infrastructure documentation, including architecture diagrams, configuration standards, operational procedures, and technical runbooks.
• Maintain and audit software, hardware, and infrastructure asset inventories.
• Respond to and resolve infrastructure incidents, service requests, and operational issues in accordance with service-level agreements.
• Act as the primary technical escalation point for complex infrastructure issues and technical decision-making.
• Lead root cause analysis activities for major incidents and recurring technical issues.
• Coordinate complex technical escalations with vendors, clients, cloud providers, and internal specialist teams.
• Participate in the scheduled on-call rotation and provide after-hours support.
• Provide technical leadership, mentorship, coaching, and knowledge transfer to infrastructure team members.
• Establish and maintain infrastructure standards, operational procedures, technical governance, and best practices.
• Drive automation, standardization, continuous improvement, and operational maturity initiatives.
• Resolve technical decisions within delegated authority and escalate matters involving business risk, budget impact, or governance requirements.
• Administer and support Active Directory, Entra ID, Microsoft 365, Group Policy, and related identity and access management services.
• Support hybrid infrastructure across on-premises environments, Azure, Microsoft 365, IBM Cloud, and GCP.
• Support Managed Services client infrastructure environments, including Windows Server, VMware, Hyper-V, Veeam, storage, and backup.
• Participate in vulnerability remediation, security hardening, compliance initiatives, change management, and operational risk management activities.
• Lead infrastructure projects through planning, implementation, validation, documentation, and transition to operations.
• Evaluate infrastructure technologies, architecture designs, and operational processes, and recommend improvements.

Requirements

• University degree or diploma in Computer Science, Information Technology, or an equivalent combination of education, training, and relevant experience.
• 8+ years of progressive infrastructure administration experience within enterprise IT and/or Managed Services environments.
• Strong administration experience across enterprise Windows Server and Linux environments, including physical, virtual, and hybrid cloud infrastructure.
• In-depth experience with server patching, compliance, and lifecycle management using WSUS, SCCM/MECM, BigFix, or equivalent enterprise management platforms.
• Strong VMware vSphere, Hyper-V, backup, and disaster recovery experience.
• Strong knowledge of SAN/NAS storage, Fibre Channel concepts, and core networking technologies including TCP/IP, DNS, DHCP, VPN, FTP, and SFTP.
• Advanced experience with Active Directory, Entra ID, Group Policy, authentication, identity lifecycle management, and hybrid identity services.
• Hands-on experience supporting Azure and Microsoft 365 environments.
• Ability to provide L2 operational support for GCP and IBM Cloud environments.
• Experience configuring, maintaining, and improving enterprise monitoring and alerting platforms.
• Ability to lead complex technical escalations, major incident resolution, root cause analysis, and corrective actions.
• Demonstrated experience leading infrastructure projects, technical implementations, migrations, and operational handovers.
• Ability to review infrastructure designs, assess risk, plan capacity, and recommend improvements.
• Experience coordinating service delivery and technical escalations with vendors, clients, cloud providers, and internal stakeholders.
• Experience mentoring technical resources and providing technical leadership.
• Strong understanding of security hardening, vulnerability remediation, compliance requirements, change management, and operational risk management.
• Experience working with ITSM platforms such as ServiceNow.
• Strong technical documentation skills including diagrams, runbooks, standards, procedures, and knowledge articles.
• Ability to participate in on-call rotation.
• Occasionally travel to client sites and data centers within the Greater Toronto Area.

Skills

• Active Directory
• Entra ID
• Microsoft 365
• Group Policy
• Azure
• GCP
• IBM Cloud
• Windows Server
• VMware
• Hyper-V
• Veeam
• SAN/NAS storage
• Fibre Channel
• TCP/IP
• DNS
• DHCP
• VPN
• FTP
• SFTP
• WSUS
• SCCM/MECM
• BigFix
• VMware vSphere
• ManageEngine
• Checkmk
• ServiceNow
• PowerShell scripting
• Python
• Ansible
• Infrastructure-as-Code tools
• LAN/WAN
• Firewalls
• Network troubleshooting

Location

• Toronto

Work Type

• Hybrid
• Full-time

Experience Level

• Senior
• 8+ years

Education Level

• University degree or diploma in Computer Science, Information Technology, or equivalent

Salary/Compensations

• $90K-110K

Benefits

• Competitive salary
• Health benefits (medical, vision, dental)
• Life insurance
• Pension plan
• Professional development
• Amazing company culture
• Free parking
• Gym on-site

About the Company

• GlassHouse Systems (GHS) is an enterprise systems and managed services solutions provider that develops, designs and deploys solutions for leading enterprises in Canada and the US.
• For almost 32 years, GHS has delivered an enterprise level of service and support to clients.
• Recognized with industry-leading awards each year, GHS translates this differentiation into positive client experiences.

Equal Opportunity

• We are an equal opportunity employer that values diversity at our company and encourages all candidates to apply.
• We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
• GlassHouse Systems will accommodate individuals with disabilities through each stage of the recruitment process.
• Please advise us of any needs when your interview is booked and we will do our best to meet your needs.
• Please note that all candidates have to be legally eligible to work in Canada.
• Any offer of employment will be conditional upon a criminal record check.
• GlassHouse Systems thanks all candidates for their interest, however only those selected to continue in the process will be contacted.