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Job opportunity

Senior Windows Automation Engineer

Swoon

Toronto, Ontario 120.000 - 130.000
Build production-grade automation with Ansible and Python as a Senior Windows Server Automation Engineer in hybrid downtown Toronto. Work onsite two to three days weekly.
One of Canada’s Big Five banks seeks a senior engineer for its Windows Engineering team. You will automate server lifecycles across physical and virtual environments using modular, idempotent, tested practices. The work includes Group Policy, security baselines, Active Directory, and infrastructure troubleshooting.
Key Responsibilities:

Design reusable Ansible and Python server lifecycle automation
Apply source control, testing, logging, and CI/CD practices
Automate Group Policy security baselines and drift remediation
Resolve complex issues across infrastructure and security layers
Own technical designs and review production automation code
Requirements:

Eight-plus years supporting complex enterprise Windows Server environments
Hands-on Ansible or Python automation engineering experience
Advanced Group Policy and Active Directory knowledge
Experience with clustering, Kerberos, certificates, patching, and remediation
Networking and performance tuning knowledge using stated tools
Apply Windows Server expertise, Ansible or Python engineering, and security automation skills across enterprise infrastructure in Toronto.

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