IT Service Technician

365 Technologies Inc.; Winnipeg; On-site; CAD 42,000 - 62,000; Full time

Benefits offered by this job

Competitive compensation

Group benefits package

RRSP/DPSP/TFSA matching

Health spending account

Mileage reimbursement

Professional development and certs

Job summary

365 Technologies Inc. is a Winnipeg-based managed services provider seeking a Service Technician to join the service desk. You will support clients across a variety of environments, both on-site and remotely, with a focus on timely resolution and clear communication.

You will travel within Winnipeg, participate in after-hours on-call coverage, and document all work in HaloPSA and IT Glue. This role offers growth toward Network Administrator and Senior Engineer positions within a collaborative

Qualifications

• 1–3 years IT support experience, preferably MSP environment.
• Experience troubleshooting Windows 11.
• Experience with PC and server hardware installation/troubleshooting.
• Working knowledge of IP networking and basic troubleshooting.
• Valid driver’s license with daily access to a vehicle.

Responsibilities

• 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 on-call rotation for after-hours coverage.
• Document all completed work accurately in HaloPSA.
• Respond to and resolve tickets within published SLAs.
• Communicate proactively with the Service Desk Coordinator or Manager on open incidents.
• Keep client documentation up to date in IT Glue.
• Track and submit timesheets and expenses accurately.
• Escalate to Network Administrators, Senior Engineers, or management as needed.
• Hit targets with KPI-driven support.

Skills

Communication

Active listening

Multitasking

AI tools

English proficiency

Tools

HaloPSA

IT Glue

Microsoft 365

Copilot

Veeam

SonicWall

Job description

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

What You'll Do

• 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

You'll Work With Tools Like

HaloPSA, IT Glue, Microsoft 365 (including Copilot), Huntress, Domotz, ImmyBot, Veeam, SonicWall, Fortinet, 3CX, and AI-assisted support and automation tools

What We're Looking For

• 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

Bonus Points For

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

What We Offer

• 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.