Senior Systems Administrator – Level 2/3 Managed Services

Location: Midtown Toronto, ON

Work Arrangement: Primarily office-based with flexibility for remote work and scheduled client/site visits

Job Type: Full-Time, Permanent

Salary: $85,000 – $110,000 per year, based on experience and qualifications

Bonus: Up to 10% annual performance-based bonus

About the Role

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.

Key Responsibilities

Systems, Network & Client Environment Management

- 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.

Microsoft 365 Administration

- 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.

Cybersecurity & Security Operations

- 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.

Managed Building Technology & OT

- 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.

Team Leadership & Mentorship

- 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 recent technical team members.

- Identify recurring issues and drive root-cause solutions and process improvements.

Projects & Client Relationships

- 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.

Requirements

Requirements

- 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, skilled 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 driver's license and reliable vehicle preferred.

- Must be able to complete a criminal background check before employment successfully.

Benefits

Compensation & Benefits

- $85,000 – $110,000 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

Why Join?

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 organization's continued growth.

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

📌 Senior Systems Administrator – Level 2/3 Managed Services (Davisville Village)
🏢 Go2STAFFING
📍 Davisville Village