L2 Technical Support Specialist

Location: Winnipeg, Manitoba

Employment Type: Full-Time

Work Arrangement: Hybrid

Salary: Competitive, based on experience

About The Opportunity

Our client is a growing technology services organization in Winnipeg focused on providing high-quality, white-glove IT support to its clients.

They are looking for an experienced L2 Technical Support Specialist to join their technical team. This is a hands-on opportunity for an IT professional who enjoys troubleshooting, solving technical problems, and working across networking, infrastructure, systems, and security environments.

The successful candidate will work alongside experienced technical professionals and have the opportunity to continue developing their technical skills within a collaborative environment.

The Role

As an L2 Technical Support Specialist, you will be responsible for resolving escalated technical issues that require a deeper level of troubleshooting and technical expertise than standard help desk support.

You will work across client environments, investigate technical issues, implement solutions, and elevate complex matters to senior technical resources when required.

Key Responsibilities

Provide Level 2 technical support for client environments

Troubleshoot and resolve escalated hardware, software, networking, and infrastructure issues

Diagnose and resolve network connectivity and performance issues

Support Cisco networking technologies

Assist with server, workstation, Microsoft, and infrastructure-related issues

Support cybersecurity-related troubleshooting and investigations

Assist with NOC/SOC activities and escalations

Work with senior engineers on complex technical issues

Perform system monitoring and troubleshooting





Document technical issues, resolutions, and client environments accurately

Maintain strong ticket documentation and follow established service processes

Participate in technical projects, deployments, and infrastructure initiatives

Identify recurring issues and recommend improvements

Communicate technical issues and solutions clearly to clients and internal teams

Escalate issues appropriately when they require L3 expertise

Maintain a high standard of client service and professionalism

Required Qualifications

2+ years of experience in an IT support, infrastructure, networking, or related technical role

Previous L2 or advanced help desk experience

Strong troubleshooting and analytical skills

Solid understanding of networking fundamentals

Experience with TCP/IP, DNS, DHCP, VPNs, and related networking concepts

Exposure to Cisco networking technologies

Experience supporting Microsoft environments

Strong customer service and communication skills

Ability to manage multiple tickets and competing priorities

Strong documentation and organizational skills

Comfortable working independently while also collaborating with a technical team

Nice to Have

MSP experience

NOC or SOC experience

CCNA certification

Field Effect or similar cybersecurity experience

Experience with Microsoft 365

Active Directory experience





Experience with virtualization technologies

Cloud infrastructure exposure

Previous experience supporting multiple client environments The Ideal Candidate The ideal candidate is a technically curious IT professional who enjoys solving problems rather than simply closing tickets.

You have progressed beyond traditional Level 1 support and are comfortable independently troubleshooting more complex technical issues.

You are someone who takes ownership, communicates well with clients, documents your work, and knows when to collaborate or elevate an issue.

This role would be well suited to an experienced Help Desk Technician, IT Support Specialist, Systems Administrator, Network Technician, or current L2 Support Technician looking to continue developing within a growing technical services organization.

Career Development

This position provides an prospect to continue building technical expertise across networking, infrastructure, cybersecurity, and managed IT services.

High-performing technicians will have opportunities to take on increasingly complex technical responsibilities, work alongside senior engineers, develop specialized expertise, and progress toward senior technical or leadership positions.

Why Join?

Competitive compensation based on experience

Hybrid Winnipeg work environment

Hands-on exposure to networking, infrastructure, and cybersecurity

Opportunity to work alongside experienced technical professionals

Mentorship and technical development

Exposure to multiple client environments and technologies

Collaborative team culture

Clear opportunity for technical and career progression

Opportunity to make a direct impact on client experience

📌 Technical Support II (Winnipeg)
🏢 Top Tier Talent Group
📍 Winnipeg