Help Desk Support Specialist
About The Position
We’re hiring a Help Desk Support Specialist for 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. You’re an experienced IT professional who enjoys switching between clients and technologies. You stay calm under pressure, explain solutions clearly, and take pride in resolving issues fast and keeping clients happy. You’re proactive, resourceful, and always looking for ways to improve systems - not just fix them.
Requirements
- 2+ years of experience providing IT support across multiple client environments - ideally within an MSP or IT services organization
- Strong 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 (SonicWall, Sophos, Unifi), and general cybersecurity best practices
- Exposure to virtualization (VMware, Hyper-V) and automation or scripting tools (PowerShell, 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, ConnectWise, or SolarWinds
Nice To Haves
- 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
Responsibilities
- 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 – SonicWall, 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 (PowerShell, Bash) to streamline repetitive tasks and optimize performance
Benefits
- Competitive Vacation and Personal Days
- Health Spending Account to support your well being!
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
