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 ManagerWhat You'll DoProvide on-site and remote support to clients via phone, email, and chat for workstations, servers, network devices, and moreTravel to client sites across Winnipeg as needed (mileage fully compensated)Participate in our on-call rotation for after-hours coverageDocument all completed work accurately in our ticketing system (HaloPSA)Respond to and resolve tickets within our published Service Level AgreementsCommunicate proactively with the Service Desk Coordinator or Manager on open incidents and outstanding issuesKeep client documentation up to date in IT GlueTrack and submit timesheets and expenses accuratelyEscalate appropriately to Network Administrators, Senior Engineers,



or managementHit your targets -- we set clear KPIs and give you the support to reach themYou'll Work With Tools LikeHaloPSA, IT Glue, Microsoft 365 (including Copilot), Huntress, Domotz, ImmyBot, Veeam, SonicWall, Fortinet, 3CX, and AI-assisted support and automation toolsWhat We're Looking ForValid driver's license with daily access to a vehicleOutstanding verbal and written communication skills in EnglishActive listening skills and genuine empathy for clientsAbility to juggle multiple tasks in a busy, distraction-prone environment1-3 years of IT support experience, preferably in a Managed Services environmentExperience troubleshooting Microsoft Windows 11Experience with PC and server hardware installation and troubleshootingWorking knowledge of IP networking and troubleshootingComfort learning and working with AI tools in a professional IT contextBonus Points ForMicrosoft 365 administration experience, including Copilot and modern workplace deploymentsFamiliarity with SonicWall or Fortinet security appliancesMicrosoft, CompTIA A+, or Network+ certificationsExperience with Microsoft Server OS (2019, 2022, 2025)Experience with Veeam Backup & ReplicationWhat We OfferCompetitive compensation with performance-based incentivesComprehensive group perks packageEmployer RRSP / DPSP / TFSA matchingHealth spending accountFull mileage compensation for client travelPaid professional development and certification supportA collaborative team where you can grow toward Network Administrator and Senior Engineer rolesThis role is based in Winnipeg, MB. Candidates must reside in Winnipeg or the surrounding area.

📌 It Service Technician (Winnipeg)
🏢 365 Technologies
📍 Winnipeg