IT Network Administrator

365 Technologies•Winnipeg, MB

1d•CA$55,000 - CA$65,000•Hybrid

About The Position

365 Technologies is a Managed Services Provider headquartered in Winnipeg, Manitoba, with a growing presence across Manitoba and Saskatchewan. We support roughly 80 client organizations across a wide range of industries (construction, healthcare, legal, nonprofit, and more) with a team of approximately 25 people who genuinely care about doing this work well. We operate under the brand Worry-Free IT®, and that's not just marketing copy. It's the standard we hold ourselves to every day. When a client calls us, they're trusting us completely with the technology that runs their business. That responsibility is something we take seriously as a team. We're investing in how managed IT gets delivered. Our team is actively building AI-assisted documentation, automated onboarding and offboarding workflows, and modern tooling to make our technicians faster and our clients better supported. If you're the kind of person who gets excited about what comes next in this industry, you'll fit in here. We're looking for an Network Administrator based in Winnipeg to help us serve our growing client base. This is a client-facing, technically broad role. You won't be doing the same thing every day. You'll be supporting desktops and servers in the morning, troubleshooting a firewall at a client site after lunch, and documenting a new client environment by end of day. If variety is something you look for, this role delivers.

Requirements

3-5 years of active IT support experience, with preference for MSP or multi-client environments
Strong written and verbal communication skills. You'll be representing 365 directly to clients.
Solid troubleshooting instincts on Windows 11 and Windows Server (2019, 2022, 2025)
Experience with implementation and troubleshooting of VoIP telephony solutions
Hands-on experience with Microsoft 365 administration
Experience with networking fundamentals: VLANs, routing, DNS, DHCP, firewall configuration
Ability to manage competing priorities without dropping the ball

Nice To Haves

Experience with endpoint security platforms (we use Huntress)
Familiarity with PSA/RMM tools (HaloPSA, ConnectWise Manage/Automate, or similar)
Experience with Veeam Backup and Replication
Firewall experience with SonicWall or FortiGate
Hyper-V or VMware virtualization experience
Experience with deployment/automation tools (we use ImmyBot)
Microsoft 365 advanced administration including Entra ID, Intune, and SharePoint

Responsibilities

Providing remote support via phone, email, and chat to clients and end-users across the Saskatchewan region, covering workstations, servers, network devices, Microsoft 365, and more
Conducting on-site visits to client locations across the Saskatoon area as needed for installs, troubleshooting, and relationship maintenance
Participating in an on-call rotation with after-hours availability per our on-call policy
Logging detailed, accurate notes in our PSA (HaloPSA) for every ticket. Documentation quality matters here.
Keeping client environment documentation current in ITGlue
Responding to and resolving tickets within our published SLAs and communicating proactively when that's at risk
Escalating effectively to Senior Network Administrators when appropriate
Tracking time accurately and meeting published KPIs