Help Desk Support Specialist

Overview

Love solving complex IT issues and keeping systems running smoothly?

We’re hiring a Help Desk Support Specialist for a with a leading Managed Service Provider (MSP) supporting organizations across the GTA. You’ll be the go-to expert tackling network, cloud, and infrastructure challenges across diverse client environments, keeping systems stable, secure, and running flawlessly.

• Location:
  
  Toronto, ON (Fully Onsite - 5 days a week in office)
• Monday to Friday, 9 AM – 5 PM, with after-hours and on-call support on rotation
• Vacancy Type:
  This role reflects an existing vacancy

• Provide Tier 2 technical support across multiple client environments in an MSP setting
• Troubleshoot, diagnose, and resolve complex issues involving hardware, software, and networks
• Manage and support Microsoft 365, including user management, security, and hybrid deployments (Intune, Defender 365, Azure)
• Support Active Directory, domain configurations, and workstation environments (Windows, macOS, and mobile)
• Configure and maintain network devices (routers, switches, firewalls – Sonic Wall, Sophos, Unifi)
• Ensure cybersecurity best practices, including SPAM filtering, threat detection, and vulnerability management
• Collaborate with clients and vendors for escalations and project implementations
• Participate in client onboarding, migrations, and system upgrades
• Document fixes, update ticketing systems, and contribute to the internal knowledge base
• Experience with virtualization platforms such as VMware and Hyper-V
• Utilize automation and scripting (Power Shell, Bash) to streamline repetitive tasks and optimize performance

• 2+ years of experience providing IT support across multiple client environments - ideally within an MSP or IT services organization
• Solid technical foundation in Microsoft 365, Active Directory, networking, and endpoint management
• Hands-on experience troubleshooting hardware, software, and network issues across Windows, macOS, and mobile environments
• Familiarity with VPNs, VLANs, firewalls (Sonic Wall, Sophos, Unifi), and general cybersecurity best practices
• Exposure to virtualization (VMware, Hyper-V) and automation or scripting tools (Power Shell, Bash)
• Experience managing client escalations, migrations, and system upgrades with professionalism and clear communication
• Proficiency with Remote Monitoring & Management (RMM) tools such as N-Central, Connect Wise, or Solar Winds
• Certifications such as CompTIA Security+, Network+, Azure Fundamentals, or CCNA are an asset
• A proactive mindset - someone who doesn’t just fix issues but looks for ways to improve systems and client experiences

• Base Salary: $50,000 - $55,000
• Competitive Vacation and Personal Days
• Health Spending Account to support your well being