[Hiring] Level 2 Help Desk Specialist @STACK IT Recruitment

Role Description

We’re looking for an L2 Help Desk Specialist who thrives in a fast-paced MSP environment and enjoys tackling complex technical challenges across a variety of client environments. This is a hands-on, high-impact role where you’ll work across infrastructure, cloud, and end-user systems, owning issues end-to-end and contributing to long-term solutions, not just quick fixes.

This is an opportunity to join a team that values curiosity, accountability, and continuous improvement, where your technical voice is heard, and your growth is actively supported.

Qualifications

• A strong IT support professional with experience handling Level 2 escalations in a dynamic environment
• Someone who enjoys digging into root causes, not just resolving surface-level issues
• Comfortable working directly with clients and building trusted relationships
• A team player who supports others while taking ownership of your work
• Naturally curious, always looking to learn new technologies and improve systems
• Calm under pressure, organized, and able to manage multiple priorities effectively

Requirements

• 3+ years of hands-on IT support experience, ideally within an MSP or multi-client environment
• Strong technical foundation across Microsoft environments, including Active Directory (on-prem & Azure/Entra ID), Microsoft 365, and Exchange Online
• Proven experience in troubleshooting server, desktop, and network issues in a fast-paced support setting
• Solid understanding of virtualization technologies (VMware and/or Hyper-V)
• Working knowledge of networking fundamentals, including TCP/IP, firewalls, and security troubleshooting
• Experience with cloud platforms and modern endpoint management tools (Intune, Azure, O365 ecosystem)
• Familiarity with RMM, PSA tools, and system monitoring platforms
• Exposure to backup and disaster recovery processes across client environments
• Strong analytical and root-cause problem-solving skills, with the ability to manage and resolve escalated issues effectively
• Excellent communication skills with a client-first mindset, comfortable acting as a trusted technical point of contact
• A collaborative team player who can support and mentor Level 1 technicians when needed
• Highly organized, adaptable, and able to perform under pressure in a dynamic environment

Benefits

• Base Salary: $60,000 - $70,000
• Paid Time Off: Competitive vacation and personal days to maintain a healthy work-life balance
• Benefits Package: Medical, dental, and vision benefits to support your overall well-being
• RRSP Matching: Employer contributions to a group RRSP program, supporting your long-term financial security