IT Desk-side Technician

Foresters Financial Services, Inc.; Toronto; On-site; CAD 47,000 - 69,000; Full time

Job summary

Foresters Financial Services, Inc. seeks an IT Desk-side Technician to provide hands-on and remote IT support for employees' hardware, software, and business applications.

The role covers imaging, troubleshooting, deployment, onboarding, and ongoing maintenance to minimize business disruptions. You will collaborate across IT teams on projects and upgrades, deliver end-user training on Microsoft Copilot, and help drive IT processes and metrics for service delivery.

Qualifications

• Postsecondary diploma or bachelor's degree in Computer Science, IT, or related field.
• 2-5 years’ experience with end-user device support in a corporate environment.
• Strong problem solving and communication skills.
• Customer service orientation and ability to manage expectations.
• Familiarity with the Insurance/Financial industry a plus.
• Experience in client-facing roles.

Responsibilities

• Provide in-person and remote support for technical applications and end-user computing.
• Image, install, diagnose, maintain, and upgrade PC equipment.
• Analyze hardware and app issues to identify trends and preventative solutions.
• Offer end-user support and AI guidance for Microsoft Copilot; provide training.
• Create reports and data metrics for ticketing, workflow, and asset management.
• Contribute to projects and upgrades with cross-functional teams.
• Develop QA processes for testing, deployments, and training materials.
• Participate in disaster recovery planning and business continuity.

Skills

End-user device support

Windows OS

Microsoft 365

Remote support

Active Directory

Azure/Intune

Microsoft Copilot knowledge

Education

Bachelor's degree in Computer Science / IT / Computer Systems Technology

Tools

Microsoft Copilot

Exchange

Active Directory

Job description

Career Opportunity

Role Title IT Desk-side Technician Purpose of role A Foresters IT Desk-side Technician provides hands‑on and remote IT support to ensure employees can work effectively with their hardware, software, and business applications.

The role is responsible for troubleshooting complex technical issues, supporting device deployments, onboarding and refresh activities. Managing incidents, service requests, and helping improve IT processes to minimize business disruptions. The position also collaborates with other IT teams on projects, upgrades, recovery activities, and technology initiatives such as Microsoft Copilot and end‑user training.

Job Description Key Responsibilities

• Providing in-person and remote support for technical application resolution, end user computing, peripherals and software.
• Imaging, installing, diagnosing, maintaining, and upgrading all PC equipment.
• Analyzing complex hardware and application issues to identify trends and implement preventative solutions documenting them as required for review, revision, and approval.
• Provide end-user support and AI guidance for Microsoft Copilot, including troubleshooting issues, delivering training, and helping employees leverage AI tools to improve productivity and streamline daily business tasks.
• Creating reports and presenting data metrics for ticket management, workflow, asset management and cost control.
• Contribute to project implementation and upgrade initiatives, collaborating with cross‑functional teams to reconcile needs and maximize efficiency.
• Developing Quality Assurance Process for application testing, end‑user computer deployments, training guides and how‑to sessions.
• Participating in disaster recovery planning and restoration exercises, ensuring business continuity in the event of IT failures.
• Potential after hours support and light travel.

Key Qualifications

• Postsecondary diploma or bachelor's degree in Computer Science, Information Technology, Computer Systems Technology, or a related technical field.
• 2-5 years’ experience with end-user device support within a corporate environment.
• Superior problem solving and communication skills.
• Customer service orientation and capability to manage customer expectations.
• General understanding of the Insurance, Financial and Fraternal industries.
• Demonstrable experience working in a client-facing position.
• Ability to work individually and as a team, managing time effectively.
• Strong experience in the Microsoft product suite including Windows and Microsoft365.
• Remote support/tools knowledge.
• General understanding and experience with AI software, particularly Microsoft Copilot Exchange/Active Directory/File Share management/Azure Portal/Intune.
• Thorough (Expert) knowledge and support experience with Microsoft infrastructure and Windows Operating Systems, remote access, email, printers, PC Imaging, and network technologies.
• ITIL V3 Foundation Level Certified an asset.
• Microsoft 365 Certified Fundamentals (MS-900) an asset.
• Microsoft Certified: Azure Fundamentals (AZ-900) an asset.

#LI-Hybrid Salary Range: $47,300.00 - $69,300.00 The actual base salary for this position will depend on several factors, including job-related skills, experience, and education. In addition to base pay, eligible employees may participate in a discretionary variable incentive plan, results are subject to both individual and company performance.

Equal Opportunity Employment and Inclusion – at Foresters Financial, we’re committed to sustaining an equal opportunity environment for all job applicants. We embrace Inclusion, Diversity and Equity (IDE) as a core strategic objective for building strong, innovative teams in which all our employees can show up wholly and authentically as themselves.

Foresters Financial strives to provide an accessible candidate experience for prospective employees with different abilities. If you anticipate needing any type of accommodations during the recruitment process, please email [e-mail] in advance of your appointment.

Thank you for choosing Foresters.

Foresters Financial™ is an international financial services provider with a unique history that began in 1874 when we set out to provide access to life insurance for average, working families. More than 150 years later, we provide life insurance, savings, retirement and investment solutions that help families achieve long‑term financial health and security.