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.

📌 Senior Windows Automation Engineer (Toronto)
🏢 Swoon
📍 Toronto