System Administrator in Toronto, Ontario at Advantage Group

Discover an Exciting New Opportunity with Advantage
System Administrator

About Advantage Group International

Advantage Group International is the global intelligence partner transforming B2B collaboration. We deliver real-time, AI-powered insights that bring foresight and clarity to strengthen partnerships, empower better decisions, and drive sustainable growth.
Our unique intelligence model goes beyond basic reporting to turn complexity into clarity, providing businesses with trusted, actionable insights that drive stronger relationships between suppliers and retailers. With presence across more than 40 markets, we’re redefining how industries connect, collaborate, and grow. As Advantage continues to expand and innovate globally, we’re seeking curious, collaborative, and impact-driven professionals to help shape the future of insight-led partnership and growth.

Why Join Us

• Shape the future of collaboration at a global intelligence company redefining how businesses grow.
• Make an impact by turning insight into stronger partnerships and real results.
• Work with global teams and leaders in an agile, high-performing environment.
• Thrive in a culture that values clarity, curiosity, and innovation.
• Grow your career through meaningful work, development, and competitive rewards.

Who We’re Seeking to Join Our Team:

The System Administrator is a detail-oriented, service-driven, and forward-thinking professional 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 — maintaining system performance, resolving technical issues, supporting end-users globally, and driving AI-powered improvements to IT operations.
The ideal candidate is someone who thrives on solving complex problems, improving systems, and delivering exceptional service — and who is excited to be at the forefront of AI-enabled IT operations. This role also plays a key part in ensuring system reliability, security, and scalability while leading the adoption of intelligent automation and AI tooling that transforms how IT delivers value.

What Success Looks Like in this Role:

System Administration

• 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.

AI Agent Development & Workflow Automation

• 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.

Technical Support & Operations

• 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.

IT Special Projects

• 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.

IT Onboarding & Training

• 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.

Asset & Delivery Management

• 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.

The Capabilities and Skills that Matter:

• 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.

Location: This role is Toronto – Hybrid, with periodic in‑person team sessions.

Expected Salary Range: $70,000 to $85,000

Disclosure of Artificial Intelligence (AI) Use: Please be advised that The Advantage Group International uses artificial intelligence (AI) tools to assist in the initial screening of resumes. This tool helps us identify strong matches, which are then manually evaluated by our hiring team for interview selection.

Equal Opportunity Employer

Here at Advantage, we are an equal opportunity employer which values diversity in the workplace and are therefore happy to accommodate any individual needs in keeping with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. Accommodations are available on request for anyone taking part in all aspects of the selection process.

Don’t meet every single requirement? Studies have shown that women and people of colour are less likely to apply to jobs unless they meet every single qualification. We are dedicated to building a diverse, inclusive, and authentic workplace; therefore, if you’re excited about this role but your experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyways. You may be just the right candidate for this or other roles at Advantage.