About Us:

Constant C Technology Group is a leading Managed Service and Security Provider (MSSP) dedicated to helping our clients succeed by leveraging technology. We are a dynamic group of professionals committed to continuous learning, providing exceptional customer service, and fostering a supportive and collaborative team environment. If you are a skilled technician looking for a place to grow and make a real impact, we want to hear from you.

Position Summary:

The IT Service Desk Technician - Level 2 is a cornerstone of our technical team, responsible for resolving more complex user issues and acting as an escalation point for our Level 1 technicians. You will leverage your experience to troubleshoot a wide range of technical problems across diverse client environments. We are seeking a technician with proven skills who is not only technically proficient but also dedicated to providing outstanding customer service and contributing to our team-first culture.

Key Responsibilities:

• Perform all duties of a Level 1 Technician, including frontline user support, ticket creation, and basic troubleshooting, serving as a model of excellent service.
• Provide advanced remote and on-site support for issues related to Windows Server, Active Directory, virtualization (Hyper-V/ESXi), and networking (HP switches, Ruckus APs).
• Manage and administer client environments within Microsoft 365 and Azure (Entra ID), including user accounts, mail flow, and SharePoint permissions.
• Troubleshoot and resolve complex issues with workstations (Lenovo), applications, and network connectivity.
• Utilize our RMM (N-able N-central) and PSA (ConnectWise) tools to manage tickets, deploy solutions, and proactively monitor client systems.
• Assist with the administration and troubleshooting of backup solutions (Veeam, Cove Backup) and VoIP systems (3CX).
• Create and maintain detailed technical documentation for our knowledge base.
• Mentor Level 1 technicians and provide guidance on technical issues.

Required Skills & Qualifications:

• 2+ years of experience in an IT support role, preferably within an MSP environment.
• Strong proficiency in Windows Server, Active Directory (User Management, Group Policy), and Microsoft 365 administration.
• Demonstrated experience with networking concepts and hardware (VLANs, DNS, DHCP, firewalls, HP/Ruckus).
• Experience with virtualization technologies (Hyper-V or VMware ESXi).
• Familiarity with RMM and PSA tools (N-able and ConnectWise experience is a significant asset).
• A "Humble, Hungry, Smart" mindset: confident in your skills but eager to learn more, driven to solve problems, and a great team player.
• Proven ability to work full-time in our Winnipeg office (260-100 Innovation Drive).
• (Asset) Relevant industry certifications (e.g., CompTIA Network+, Security+, Microsoft certifications).
• (Asset) Valid Class 5 Manitoba Driver's License and access to a reliable vehicle.

What We Offer:

• A competitive salary and comprehensive benefits package (Health, Dental, Flex Days).
• A strong focus on professional development with opportunities for company-funded training and certifications.
• A positive and highly collaborative team culture where your contributions are valued.
• The opportunity to work with a modern tech stack (Veeam, 3CX, Auvik) and solve challenging technical problems.

If you are a talented technician looking for your next challenge, apply today to join the Constant C team!