Senior Systems Administrator – Level 23 Managed Services

Our client is a growing managed IT and security services organization supporting professional services legal and commercial real estate clients across North America. They are seeking a Senior Systems Administrator to take ownership of complex client environments from day-to-day operations through project delivery.

This is a senior client-facing technical role that combines systems and network administration Microsoft 365 cybersecurity managed services and building technology environments. The successful candidate will serve as a senior escalation point for Level 1/2 technical issues while also providing day-to-day technical direction and mentorship to junior technicians.

The role offers broad exposure across multiple client environments rather than being dedicated to a single account making it an excellent opportunity for an experienced MSP professional who enjoys variety problem-solving client interaction and technical ownership.

• Manage day-to-day network and systems operations across multiple client environments including servers firewalls switches Wi-Fi and endpoints.
  
• Serve as a senior escalation point for Level 1/2 technical issues and drive incidents through to resolution.
  
• Lead patch management firmware updates maintenance windows and infrastructure upgrades while minimizing business disruption.
  
• Maintain accurate technical documentation including network diagrams credentials run-books and client environment information.
  
• Support legal and professional services applications including document and practice management platforms.
  
• Provide hands-on technical support across diverse client environments.
  

• Administer Microsoft 365 environments end-to-end including Exchange Online SharePoint Teams OneDrive licensing and user provisioning.
  
• Configure and maintain Microsoft 365 security controls including Conditional Access MFA Intune Defender for Office 365 and Data Loss Prevention.
  
• Manage Microsoft Entra ID/Azure AD including hybrid Active Directory synchronization user and group management and single sign-on.
  
• Lead and support migrations from on-premises infrastructure to Microsoft 365.
  
• Monitor tenant health licensing security and compliance across multiple client environments.
  
• Maintain accurate documentation of Microsoft 365 configurations licensing and security settings.
  

• Administer and maintain endpoint detection and response (EDR) solutions across client environments.
  
• Monitor and respond to security alerts investigate detection and coordinate remediation activities.
  
• Work with external managed detection and response/SOC providers on security investigations and escalations.
  
• Ensure appropriate endpoint and network coverage across managed environments.
  
• Support SIEM log source onboarding and monitoring.
  
• Participate in vulnerability remediation security posture reviews and cybersecurity maturity initiatives.
  
• Document security incidents remediation activities and lessons learned.
  

• Support network and infrastructure operations across multi-building commercial property environments.
  
• Manage servers domain controllers endpoints networks and operational technology (OT) systems.
  
• Administer Nutanix hyper-converged infrastructure including cluster health virtual machines and routine maintenance.
  
• Support network segmentation and firewall management to isolate OT environments.
  
• Assist with EDR/MDR monitoring and firewall log reviews.
  
• Manage vendor remote access including VPN provisioning credential audits and access registers.
  
• Participate in vulnerability scanning remediation tracking and cybersecurity initiatives across building networks.
  

• Provide day-to-day technical direction to Level 1 technicians and help prioritize incoming work.
  
• Review Level 1 ticket resolutions for quality completeness and adherence to documentation standards.
  
• Act as the first escalation point for junior technicians.
  
• Mentor and coach technicians on troubleshooting methodology and best practices.
  
• Assist with onboarding and training new technical team members.
  
• Identify recurring issues and drive root-cause solutions and process improvements.
  

• Lead or support infrastructure projects including server migrations Microsoft 365 projects and building technology initiatives.
  
• Develop strong relationships with client stakeholders and act as a trusted technical advisor.
  
• Communicate technical information effectively to both technical and non-technical stakeholders.
  
• Deliver a high level of customer service within professional confidentiality-sensitive client environments.
  
• Participate in strategic service delivery initiatives as the organization continues to grow.
  

• 5 years of experience in systems/network administration within an MSP or similar multi-client environment.
  
• Hands-on experience with an RMM and PSA platform used for ticketing SLA management monitoring and reporting.
  
• Experience with platforms such as HaloPSA NinjaOne ConnectWise AutoTask or similar.
  
• Experience administering Nutanix HCI including cluster management and AHV/VM administration.
  
• Strong experience with Microsoft 365 administration including Exchange Online SharePoint Teams and OneDrive.
  
• Hands-on experience with Microsoft 365 security features including Conditional Access MFA Intune Defender for Office 365 and DLP.
  
• Practical knowledge of on-premises Active Directory Microsoft Entra ID/Azure AD and hybrid environments.
  
• Experience supporting or leading migrations from on-premises infrastructure to Microsoft 365.
  
• Solid understanding of networking concepts including LAN/WAN VLANs and firewalls. FortiGate experience is an asset.
  
• Familiarity with EDR/MDR platforms and fundamental security operations concepts.
  
• Experience mentoring coaching directing or reviewing the work of junior technicians.
  
• Strong client-facing communication skills with the ability to work comfortably with non-technical stakeholders.
  
• ITIL Foundation certification or working knowledge of ITIL incident change and problem management is an asset.
  
• Experience supporting law firms professional services organizations or commercial property environments is an asset.
  
• Experience with operational technology (OT) building automation systems or multi-site commercial environments is an asset.
  
• Valid Ontario drivers license and reliable vehicle preferred.
  
• Must be able to complete a criminal background check before employment successfully.
  

• $85000 $110000 base salary
  
• Annual performance bonus of up to 10%
  
• Comprehensive health vision and dental benefits including family coverage
  
• Three weeks of paid vacation to start
  
• Additional vacation entitlement based on tenure
  
• Professional development training certifications conferences and professional memberships
  
• Ongoing coaching and career development opportunities
  
• Flexible remote work options alongside scheduled office and client/site visits
  
• Free nearby parking
  
• Company-provided laptop and required business tools
  
• Mileage reimbursement for approved business travel
  
• Collaborative team-oriented work environment with direct access to leadership
  

This is an opportunity to join a growing managed services organization in a senior technical capacity with broad exposure to legal professional services and commercial real estate environments.

The successful candidate will have the opportunity to work across a diverse client portfolio influence service delivery processes mentor junior technicians contribute to infrastructure and cybersecurity projects and play an important role in the organizations continued growth.

Schedule: Monday to Friday 7.5-hour shifts with a scheduled after-hours on-call rotation.