Senior Technical Business Systems Analyst

Acestack; Toronto; Hybrid; CAD 85,000 - 110,000; Full time

Benefits offered by this job

Annual bonus up to 10%

Job summary

Acestack is seeking a Senior Systems Administrator to own complex client environments across MSP platforms in a hybrid Toronto setting. The role combines systems, networking, cybersecurity, and building technology ownership, with senior mentorship for junior staff.

You will manage day-to-day operations across multiple clients, lead migrations to Microsoft 365, and serve as a senior escalation point for Level 1/2 issues while aligning with security best practices.

Qualifications

• 5+ years of experience in systems/network administration within an MSP or multi-client environment.
• Hands-on experience with an RMM/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, 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.
• Familiarity with EDR/MDR platforms and cybersecurity operations concepts.
• Experience mentoring, coaching, or reviewing the work of junior technicians.
• Strong client-facing communication skills with non-technical stakeholders.

Responsibilities

• 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 with minimal 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 AD synchronization, user/group management, and SSO.
• Lead migrations from on-premises infrastructure to Microsoft 365 and monitor tenant health, licensing, security, and compliance.
• Maintain documentation of Microsoft 365 configurations, licensing, and security settings.
• Administer and maintain endpoint detection and response (EDR) across client environments.
• Monitor, investigate, and coordinate remediation of security alerts and incidents.
• Work with external MDR/SOC providers on investigations and escalations.
• Provide day-to-day technical direction to Level 1 technicians and prioritize inbound work.
• Review Level 1 tickets for quality and documentation.

Skills

5+ years experience

RMM/PSA tools

Nutanix HCI

Microsoft 365 admin

Security/EDR/MDR

On-prem AD / Azure AD

Migrations to Microsoft 365

Networking fundamentals

ITIL familiarity

Mentoring juniors

Client-facing

Tools

HaloPSA

NinjaOne

ConnectWise

AutoTask

Job description

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

• 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.

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 multiple 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.

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

• 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

Technical Skills Mandatory

• Excellent working knowledge of firewall configuration and management for at least one of the following: Sophos XG, SonicWALL, Cisco Meraki or ASA
• Technical proficiency with advanced networking skills such as: VLANs, Layer 3 switching, Mesh Wi‑Fi and IPsec VPN
• Technical proficiency with server operating systems such as Microsoft Windows Server. Experienced configuring advanced features such as Azure AD, Azure AD Connect and Remote Desktop Services.
• Technical proficiency with administration of Microsoft Office 365 / Exchange, and Google Workplace
• Ability to install and support Microsoft desktop and server operating systems and related programs (including Active Directory management)
• Ability to install and support Apple Mac OS/X desktop operating systems and related programs
• Ability to design, install and support server and desktop virtualization environments built on VMware ESX/I and Microsoft Hyper‑V. Citrix Xen would be useful but not mandatory
• Experience with remote access tools such as LogMeIn, TeamViewer, AnyDesk, etc.
• Strong familiarity with Microsoft Office 365, Microsoft Exchange, SharePoint and SQL Server
• Proficient with common peripherals: Printers, Routers, Wi‑Fi, UPS's, Firewalls, Switches
• Proficient with basic hardware repairs, eg. replacing laptop hard drive, RAM upgrade, etc.
• Experience supporting various disaster recovery solutions
• Experience with cloud service platforms like Amazon AWS, Microsoft Azure, Google, and others
• Proactive approach to support. Ability to identify problems in advance in order to continuously improve service delivery.
• Proven problem solver
• Self‑motivated and passionate about technology and IT support
• Microsoft certifications (MCSA, MCSE)
• Apple certifications
• Cisco certification
• Ability to perform simple cabling jobs (Cat 5e, Cat 6, patch panels, etc.)
• Familiarity with Intuit QuickBooks
• Familiarity with other key software applications, eg. Adobe Creative Cloud
• Familiarity with Line‑of‑Business Software such as Sage One, Accpac, Spectra, Yardi, etc.

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.