STACK IT Recruitment

Managed Service Provider

HelpDeskSupportSpecialist

$50–55k Toronto, Ontario, Canada FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“Help Desk Support Specialist at STACK IT Recruitment. Skills: Microsoft 365, Active Directory, Networking, Help Desk Support. Provide Tier 2 technical support. Troubleshoot hardware, software, networks”

What You'll Achieve.

keeping systems running smoothly; keeping systems stable; keeping systems secure; keeping systems running flawlessly; resolving issues fast; keeping clients happy; streamline repetitive tasks; optimize performance; making a direct impact every day

Industry & Context.

Managed Service Provider
Problems you'll solve

solving complex IT issues; tackling network, cloud, and infrastructure challenges; troubleshoot, diagnose, and resolve complex issues

Eligibility Requirements

after-hours support on rotation, on-call support on rotation

What They're Looking For.

Must Have

2+ years of experience providing IT support, technical foundation in Microsoft 365, Active Directory, networking, endpoint management, hardware troubleshooting, software troubleshooting, network troubleshooting, Windows environments, macOS environments, mobile environments, VPNs, VLANs, firewalls, cybersecurity best practices, virtualization, automation or scripting tools, Remote Monitoring & Management (RMM) tools

Nice to Have

CompTIA Security+, Network+, Azure Fundamentals, CCNA

What You'll Do.

Provide Tier 2 technical support

Troubleshoot hardware

Support Active Directory

Configure network devices

Ensure cybersecurity best practices

Collaborate with clients and vendors

Participate in client onboarding

Update ticketing systems

Contribute to knowledge base

Utilize automation and scripting

How You'll Work.

Team & Collaboration

Collaborate with clients; Collaborate with vendors

Communication Scope

explain solutions clearly; clear communication

Process & Methodology

project implementations, client onboarding, migrations, system upgrades

Full Job Description

💡**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. 💻 **Who You Are ** 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. 📍**Work Type ** * **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 **Requirements** 🎯 **What You’ll Do (Your Superpowers) ** * 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, B

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