You will be responsible for a Windows estate supporting hundreds of restaurant sites and corporate offices. The role is hands‐on, with a clear brief to improve how the fleet is deployed, monitored, patched and automated.
The immediate priority is better fleet standards and observability. From there, the focus is PowerShell automation and practical AI use cases that reduce monitoring noise and manual triage.
You will guide one Infrastructure Analyst and act as the senior escalation point, but this is not a step‐away-from-the-tools management job. Network delivery sits with a specialist MSP, so your attention stays on Windows engineering and proactive operations.
The work
Set consistent standards for Windows deployment, configuration, hardening, patching and lifecycle management.
Build a clearer real‐time view of fleet health through better monitoring, observability and alerting.
Automate common infrastructure tasks and response processes using PowerShell and APIs.
Turn recurring incidents into permanent fixes through strong root cause analysis.
Keep Microsoft 365, Teams and Zoom secure, reliable and performing to standard.
Coach the Infrastructure Analyst, coordinate specialist partners and take part in the rostered on-call arrangement.




What we are looking for
This will suit an experienced Windows infrastructure engineer who still wants to solve technical problems, not only manage them.
Deep, current Windows endpoint and server engineering experience.
A track record of setting standards across a large or distributed fleet.
Hands‐on experience implementing or materially improving monitoring and alerting.
Broad experience across production support, security, patching, change and difficult escalations.
The confidence to mentor a small team and keep external partners accountable.
Practical curiosity about AI and the judgement to identify safe, useful applications.
Experience in retail, hospitality, POS or another multi-site workplace is highly regarded. Microsoft Power Platform, Azure, virtualisation and relevant Microsoft certifications are useful alongside the core Windows and automation depth.
The scale matters here. Better monitoring, patching and automation will be felt across a national estate that runs around the clock. You will be able to raise technical standards while staying close enough to the setting to see whether the changes work.
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📌 Infrastructure Lead (Sydney)
🏢 Fyndr Group
📍 Sydney