IT Service Technician

Do you enjoy working in a fast-paced environment? Do you like having hands-on exposure to a wide range of technology platforms, tools, and applications? Do you get a feeling of satisfaction from helping people solve their technology problems?

365 Technologies is a Winnipeg-based Managed Services Provider with a team of 25, serving 80+ clients across Manitoba and Saskatchewan since 2010. Our tagline is Worry-Free IT® and we mean it -- for our clients and our team. We actively invest in modern and emerging technologies, including AI-powered tools, to deliver smarter, faster support for our clients and our own team.

We are looking for a motivated self-starter with a genuine interest in IT and a passion for helping people. This Service Technician will join our service desk team to support our growing client base, working across a diverse range of environments and technologies every day.

Job Title:

Service Technician

Reports To:

Service Manager

• Provide on-site and remote support to clients via phone, email, and chat for workstations, servers, network devices, and more
• Travel to client sites across Winnipeg as needed (mileage fully compensated)
• Participate in our on-call rotation for after-hours coverage
• Document all completed work accurately in our ticketing system (HaloPSA)
• Respond to and resolve tickets within our published Service Level Agreements
• Communicate proactively with the Service Desk Coordinator or Manager on open incidents and outstanding issues
• Keep client documentation up to date in IT Glue
• Track and submit timesheets and expenses accurately
• Escalate appropriately to Network Administrators, Senior Engineers, or management
• Hit your targets -- we set clear KPIs and give you the support to reach them

HaloPSA, IT Glue, Microsoft 365 (including Copilot), Huntress, Domotz, Immy Bot, Veeam, Sonic Wall, Fortinet, 3CX, and AI-assisted support and automation tools

• Valid driver's license with daily access to a vehicle
• Outstanding verbal and written communication skills in English
• Active listening skills and genuine empathy for clients
• Ability to juggle multiple tasks in a busy, distraction-prone environment
• 1-3 years of IT support experience, preferably in a Managed Services environment
• Experience troubleshooting Microsoft Windows 11
• Experience with PC and server hardware installation and troubleshooting
• Working knowledge of IP networking and troubleshooting
• Comfort learning and working with AI tools in a professional IT context

• Microsoft 365 administration experience, including Copilot and modern workplace deployments
• Familiarity with Sonic Wall or Fortinet security appliances
• Microsoft, CompTIA A+, or Network+ certifications
• Experience with Microsoft Server OS (2019, 2022, 2025)
• Experience with Veeam Backup & Replication

• Competitive compensation with performance-based incentives
• Comprehensive group benefits package
• Employer RRSP / DPSP / TFSA matching
• Health spending account
• Full mileage compensation for client travel
• Paid professional development and certification support
• A collaborative team where you can grow toward Network Administrator and Senior Engineer roles

This role is based in Winnipeg, MB. Candidates must reside in Winnipeg or the surrounding area.