System Administrator

Advantage Group•Toronto, ON

12d•CA$70,000 - CA$85,000•Hybrid

About The Position

Advantage Group International is seeking a detail-oriented, service-driven, and forward-thinking System Administrator responsible for the day-to-day operations and long-term health of Advantage’s corporate IT systems. This role combines hands-on technical execution with strategic leadership, focusing on maintaining system performance, resolving technical issues, supporting end-users globally, and driving AI-powered improvements to IT operations. The ideal candidate will thrive on solving complex problems, improving systems, and delivering exceptional service, while being at the forefront of AI-enabled IT operations. This role is key to ensuring system reliability, security, and scalability, and will lead the adoption of intelligent automation and AI tooling to transform IT service delivery.

Requirements

5+ years of experience in system administration or technical support roles.
Demonstrated experience designing or deploying AI agents or intelligent automation solutions (e.g., Microsoft Copilot Studio, Power Automate, Azure AI, or similar platforms).
High attention to detail, with a service-oriented mindset and a passion for operational excellence.
Expertise in Microsoft 365, Azure AD, Intune, and enterprise IT systems.
Proven experience managing technical support teams and working with 3rd party vendors.
Strong understanding of IT service management (ITSM) principles and help desk best practices.
Excellent communication and customer service skills.
Strong analytical and problem-solving abilities.
Experience with SOC2 Type 2 compliance or other IT compliance and security best practices.
Curiosity and enthusiasm for emerging AI technologies and their practical application in IT operations.

Responsibilities

Support and enhance Microsoft 365 (full stack), including Teams, SharePoint Online, Azure AD, Intune, and other enterprise-wide systems.
Ensure system security, data integrity, and compliance with internal and external standards.
Lead IT improvement projects including upgrades, migrations, and performance tuning.
Partner with external vendors and internal technical teams to maintain optimal performance of our environments.
Perform routine maintenance, updates, and backups.
Design, build, and maintain AI agents to automate repetitive IT tasks such as ticket triage, password resets, onboarding workflows, and system health monitoring.
Leverage tools such as Microsoft Copilot Studio, Power Automate, and other AI/ML platforms to deploy intelligent automation across IT operations.
Identify opportunities to reduce manual effort through AI-driven workflow optimization and continuously iterate on deployed agents based on performance data.
Develop and maintain an AI agent library, documenting agent capabilities, configurations, and usage guidelines for the IT team.
Collaborate with business stakeholders to scope and deliver AI-powered solutions that address pain points across departments.
Lead the help desk function across all ticket levels, leveraging AI-powered tools to optimize ticket routing, auto-resolution, and response time.
Implement and tune AI-assisted ticket response systems to reduce average resolution time and improve end-user satisfaction scores.
Analyze ticket data and support trends to proactively identify systemic issues and drive continuous improvement.
Ensure system uptime, performance, and user satisfaction; monitor system performance and implement improvements.
Troubleshoot hardware and software issues.
Monitor and report on IT service metrics and KPIs, including AI agent performance and automation coverage.
Support the development and enforcement of IT policies, procedures, and best practices.
Maintain comprehensive documentation of systems, AI agents, and procedures.
Lead and execute IT special projects, including AI tooling pilots, infrastructure modernization, and cross-functional technology initiatives.
Act as the IT point of contact for AI adoption projects, coordinating with vendors, business units, and senior leadership.
Evaluate emerging AI and automation technologies, prepare business cases, and present recommendations to IT management.
Drive proof-of-concept initiatives for new AI capabilities and transition successful pilots into production-grade solutions.
Lead IT onboarding for new hires, including account provisioning, hardware setup, and training.
Develop and deliver training programs to improve digital literacy, AI tool adoption, and overall technology proficiency across the organization.
Create resources and guides to help staff effectively use AI-powered tools in their day-to-day work.
Coordinate the deployment of IT hardware and software across departments.
Maintain accurate records of IT assets, licenses, and warranties.
Implement proactive lifecycle management for hardware and software.