Design production automation with Ansible or Python as a Senior Windows Server Automation Engineer in Toronto, Ontario. Apply deep enterprise engineering expertise.

TD seeks a senior engineer who independently designs, develops, tests, debugs, and maintains reusable automation code. The role covers Windows Server platforms, Group Policy, Active Directory, security baselines, and lifecycle management across physical, virtual, and hybrid environments. It also requires ownership of complex designs and production outcomes.

Key Responsibilities

Develop reusable automation for Windows Server operating system deployment

Integrate automation with APIs, orchestration, CMDB, and service platforms

Maintain secure, scalable Windows Server engineering standards





Automate Group Policy and security baseline validation

Lead performance analysis, troubleshooting, and root cause resolution

Requirements

Substantial production automation experience using Ansible and/or Python

Eight-plus years engineering complex enterprise Windows Server environments

Advanced Group Policy and Active Directory experience

Working knowledge of enterprise networking and connectivity diagnosis

Ability to lead designs and provide Level 3 support

Bring Ansible, Python, Windows Server, and enterprise troubleshooting expertise to TD’s Technology Solutions team in Toronto.

📌 Senior Windows Automation Engineer (Winnipeg)
🏢 TD
📍 Winnipeg