IT Level 2 Help Desk Support Technician
$60k - $70k per yearSTACK IT Recruitment
Do you thrive in fast-paced environments where solving complex technical problems and supporting clients go hand in hand?
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.
A strong IT support professional with experience handling Level 2 escalations in a dynamic environment
Comfortable working directly with clients and building trusted relationships
A team player who supports others while taking ownership of your work
Remote – with occasional client site visits
• Act as an escalation point for Level 1 technicians, resolving complex desktop, server, and network issues within SLA expectations
Troubleshoot and support Microsoft environments, including Active Directory, Office 365, Azure/Entra ID, and Exchange Online
Diagnose email and connectivity issues (SMTP, POP, IMAP, network-related problems)
Support virtualization platforms such as VMware and Hyper-V
Handle networking and security troubleshooting (TCP/IP, firewalls, access issues)
Contribute to project work, including system migrations, cloud transitions, and infrastructure improvements
Assist with backup and disaster recovery planning and execution for client systems
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
- Familiarity with RMM, PSA tools, and system monitoring platforms
- 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
- Diverse Technical Exposure – Work across multiple client environments, technologies, and challenges
Project Involvement – Get hands-on with migrations, cloud initiatives, and system improvements, not just tickets
Growth-Focused Environment – Ongoing training, certification support, and knowledge-sharing culture
Paid Time Off: Competitive vacation and personal days to maintain a healthy work-life balance
Medical, dental, and vision benefits to support your overall well-being
Employer contributions to a group RRSP program, supporting your long-term financial security
At STACK IT Recruitment , we connect top talent with standout opportunities. We’d love to chat!
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