Senior Workplace Technology Administrator

Campfire Technology•Winnipeg, MB

5d•CA$90,000 - CA$110,000•Hybrid

About The Position

This role owns the delivery and ongoing support (as a technical escalation) of complex infrastructure for Campfire's most demanding managed service clients — including regulated environments with active external audit and compliance obligations. It is a senior, hands-on technical position: roughly a blend of project delivery (server builds, migrations, decommissions, network remediation) and L3 escalation support for issues the frontline support tiers cannot resolve. This is not an L1/helpdesk role. The successful candidate is the person other technicians escalate to, the one who can walk into an under-documented client network and reconstruct how it works, and the who can speak confidently about complex technology issues to internal and external stakeholders. This position runs consistently high billable utilization, weighted toward Professional Services project work and escalated remote/on-site infrastructure support.

Requirements

10+ years in an MSP, IT consultancy, or senior internal IT role, with demonstrable hands-on infrastructure project delivery
Strong Windows Server administration: builds, migrations, decommissions, patching, backup platforms, Active Directory, DNS, DHCP, Group Policy.
Solid networking skills: managed switching and routing, VLANs/segmentation, VPNs, troubleshooting connectivity across multi-site environments.
Microsoft 365 and Azure administration.
The successful candidate must have access to a reliable vehicle and have an active Class 5 Driver’s License
The successful candidate must satisfy the requirements of a background check
The successful candidate must be eligible to work in Canada.

Nice To Haves

Experience supporting regulated clients and participating in external IT audits.
Familiarity with the Campfire tool stack or equivalents: HaloPSA, NinjaOne
Relevant industry certifications are an asset, for example: Microsoft Azure / server: AZ-104 (Azure Administrator), AZ-800 / AZ-801 (Windows Server Hybrid Administrator).
Microsoft 365 / endpoint: MS-102 (Microsoft 365 Administrator), MD-102 (Endpoint Administrator).
Networking: CompTIA Network+, Cisco CCNA, or Fortinet NSE 4
Security / GRC: CompTIA Security+, AZ-500 (Azure Security Engineer Associate), or ISC2 SSCP.
Service management: ITIL 4 Foundation.
Backup, DR, and business-continuity experience (BIA participation, backup scheduling design).

Responsibilities

Lead and execute server replacement, migration, and decommission projects end to end — hardware planning, build, cutover, and validation.
Plan and run specialized maintenance and delivery windows, including after-hours work (server patching, backup reconfiguration, cutovers), with clear client communication before and after.
Own project time and scope discipline: log time accurately against project tickets and flag when a project is trending over its budgeted hours or outside of its scope.
Diagnose and resolve complex network issues
Reconstruct and document undocumented networks and IT environments for the purposes of transitioning and delivering IT services with the larger Campfire team
Coordinate with third-party carriers and vendors (e.g., VPN tunnel changes, ISP/telco, hardware vendors) as the technical point of contact.
Act as a senior (not primary) escalation point for frontline tiers on hardware, server, VPN, M365/Azure, and infrastructure issues.
Provide remote-hands direction to on-site technicians and field engineers.
Resolve recurring/systemic issues (not just tickets) — identifying root cause and implementing durable, sustainable fixes
Configure and support (as a senior resource) Microsoft 365 and Azure workloads
Apply and manage endpoint/policy configuration via Group Policy and MDM/RMM tooling.
Serve as a trusted technical contact for client CIOs/IT managers, particularly for the assigned key account(s).
Communicate clearly and proactively in writing (client email, Slack) about maintenance, findings, and risk.
Work within audit and compliance constraints, producing documentation that stands up as an audit artifact.
Follow client-owned and managed process such as change control, incident response, and disaster recovery
Handle privileged credentials and access responsibly, consistent with the client's regulatory requirements.
Maintain an understanding of the Campfire support process and methodology, including desktop and server management systems, time recording and ticketing platforms and other support systems
Achieve and maintain industry certifications relevant to your duties
Accurately and promptly track time spent on various activities
Ability to work independently in messy, under-documented environments and produce documentation as you go.
Excellent written and verbal client communication; comfortable being a direct contact for senior client stakeholders.