Technical Support Specialist

 Love diving into complex technical puzzles and supporting enterprise environments? 
 
We're hiring an Technical Support Specialist to join a growing managed services provider delivering high-impact cloud, infrastructure, and cybersecurity solutions across North America. 
 
In this role, you'll be part of a dynamic Help Desk team supporting diverse client environments. You'll act as both a technical problem-solver and an IT concierge, providing white-glove support while resolving issues across networking, servers, cloud, security, and virtualization. 
 
 Who You Are 
You're a curious, adaptable IT professional who thrives in fast-paced environments and loves learning new technologies. You take ownership of challenges, communicate clearly with technical users, and find satisfaction in seeing systems perform flawlessly because of your work. You're proactive, eager to grow, and ready to make an impact from day one. 

 Work Type 

• Fully On-Site – 5 days a week in-office (on-call rotation) 
• Location: Toronto, ON 
• Vacancy Type: This role is a newly created position   

 What You'll Do (Your Superpowers) 

• Provide Tier 1–2 technical support through ServiceNow, supporting enterprise and SMB clients 
• Deliver a white-glove, IT concierge experience by proactively engaging clients via phone and ticketing systems to fully understand issues before troubleshooting  
• Take full ownership of client issues from first contact to resolution, demonstrating urgency, accountability, and follow-through 
• Troubleshoot issues across Windows Server, Microsoft 365, networking, virtualization, storage, and security 
• Collaborate with senior engineers and pod leads on escalations and complex troubleshooting 
• Manage a high daily ticket volume in a fast-paced MSP environment, with peak activity typically in the mornings 
• Gain hands-on exposure to technologies such as VMware, Cisco, EMC, Palo Alto, Citrix, and modern security platforms 
• Contribute to internal documentation, process improvements, and change management initiatives 
• Support ongoing integration and standardization efforts as teams and systems converge across regions 
• Build strong client relationships that contribute to positive feedback, retention, and long-term partnerships 

 What We're Looking For (Our Wishlist) 

• 3–5+ years of experience in IT support, systems administration, or MSP environments 
• Strong working knowledge of Windows Server, Active Directory, Group Policy, and Microsoft 365 
• Solid understanding of networking fundamentals (TCP/IP, subnetting, routing/switching, VPNs) 
• Hands-on experience with virtualization technologies (VMware and/or Hyper-V) 
• Exposure to cybersecurity tools, firewalls, or endpoint protection platforms (e.g., Palo Alto, Fortinet, Cisco Secure) 
• Familiarity with storage, backup, and recovery technologies (SAN/NAS, Veeam, Dell EMC, etc.) 
• Experience working with ITSM tools such as ServiceNow and understanding SLA-driven environments 
• PowerShell or scripting fundamentals for automation and system checks are an asset 
• Bilingualism (English/French) is a strong asset 

 What Makes This Role Exciting

• Technology Variety - Work across infrastructure, networking, storage, and security — no two days are the same  
• Career Growth - Clear path toward Help Desk Lead or Senior roles, with access to training and support from the management  
• Supportive Culture - Join a collaborative, fast-moving team that values curiosity, initiative, and innovation 

• Base Salary: $60,000 - $75,000 
• Benefits Package: Medical, dental, and vision benefits to support your overall well-being   
• Paid Time Off: Recharge and unwind – you earned it 

 Ready to Elevate Your Career? Apply Now 

At STACK IT Recruitment, we connect thoughtful talent with impactful opportunities. If you meet at least 70% of the qualifications, we encourage you to apply — we'd love to chat. 

Know someone who could be a great fit? Share this role within your network. 

 We're committed to diversity and inclusion. If you require accommodation during the hiring process, let us know — we're here to support you. 

AI Use Disclosure: 

STACK IT uses AI-enhanced tools to support initial candidate screening and interview note analysis. All assessments and hiring decisions remain human-led.