Senior Systems Administrator – Level 2/3 Managed Services
Go2STAFFING
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Benefits offered by this job
Job summary
Go2STAFFING is seeking a Senior Systems Administrator to own complex client environments across North America. You will manage day-to-day operations, mentor junior staff, and lead Microsoft 365 and security initiatives.
The role blends on-site leadership with flexible remote work and client-site visits, offering a competitive salary and a 10% bonus potential.
Qualifications
- 5+ years of experience in systems and network administration within MSP or multi-client environments.
- Hands-on with RMM/PSA platforms for ticketing, SLA, monitoring and reporting.
- Experience migrating to Microsoft 365 and securing environments with MFA, Conditional Access and DLP.
- Strong client-facing communication skills and ability to mentor junior staff.
Responsibilities
- Manage day-to-day network and systems operations across multiple client environments.
- Act as senior escalation point for Level 1/2 issues and drive incidents to resolution.
- Lead patching, maintenance windows, and infrastructure upgrades with minimal disruption.
- Maintain network diagrams, credentials, runbooks, and environment docs.
- Lead or support MS 365 projects, migrations, and security configurations.
Skills
Education
Tools
Job description
Central Toronto (Davisville), Canada | Posted on 09/01/2026
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
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.
- 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 driver's license and reliable vehicle preferred.
- Must be able to complete a criminal background check before employment successfully.
- 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 organization's continued growth.
Schedule: Monday to Friday, 7.5-hour shifts, with a scheduled after-hours on-call rotation.
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