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Added 11 mins ago
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Senior Mechanical Engineer
Worley
Calgary, AB · Edmonton, AB
- Full-time
…across the project lifecycle, with services extending through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating…
Added 11 mins ago
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Senior Structural Engineer
Worley
Calgary, AB · Edmonton, AB
- Full-time
…across the project lifecycle, with services extending through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating…
Added 11 mins ago
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Mechanical Engineer Level II
Worley
Calgary, AB · Edmonton, AB
- Full-time
…across the project lifecycle, with services extending through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating…
Added 11 mins ago
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Senior Mechanical Engineer
Worley
Markham, ON
- Full-time
…across the project lifecycle, with services extending through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating…
Added 11 mins ago
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Solution Engineer - Cloud & AI Applications
Microsoft
Toronto, ON
- Full-time
…so, we invite you to join our team as a Cloud & AI Solution Engineer in AI Applications for Enterprise customers at Microsoft Canada. Here, you'll be at the forefront of innovation, working…
Added 11 mins ago
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DCN Design for Manufacturing Engineer
SLB
Calgary, AB
- Full-time
SLB is seeking a highly motivated Design for Manufacturing (DFM) Engineer to join its Data Center business. This individual will serve as a key liaison between Product Design, Engineering,…
Added 11 mins ago
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Software Engineer, Machine Learning
Qualcomm
Markham, ON
- Full-time
Implement and optimize modern C++17 machine learning operations on Hexagon Processors
Added 40 mins ago
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DCN Design for Manufacturing Engineer
SLB
Calgary, AB
- Full-time
SLB is seeking a highly motivated Design for Manufacturing (DFM) Engineer to join its Data Center business. This individual will serve as a key liaison between Product Design, Engineering,…
Added 56 mins ago
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Ingénieur Manufacturier Senior - Réparation de composants / Senior Manufacturing Engineer - Componen
Rolls-Royce
Montreal, QC
- Full-time
…vous serez responsable de fournir un soutien technique aux opérations et exécuter des activités d'ingénierie de fabrication pour développer, maintenir et améliorer continuellement les…
Added 56 mins ago
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Advanced Process Control Engineer
Dexcent
Fort McMurray, AB
- Full-time
Dexcent Inc. has an opportunity for a Advanced Process Control Engineer to join our growing team in Fort McMurray, AB. The individual will be required to be on site and to relocate to…
Added 56 mins ago
NP
Application Engineer/Technologist
N2X Process Solutions
Calgary, AB
- Full-time
N2X Process Solutions is on the search for a talented Application Engineer!
Added 56 mins ago
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Senior Site Reliability Engineer
Punt
Canada
- Full-time
We’re seeking a Senior Site Reliability Engineer to join Production Engineering, the team that help advance our infrastructure, security, reliability, and platform maturity. This is a…
Added 56 mins ago
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Backend Engineer (Intermediate)
Punt
Canada
- Full-time
We're seeking an Intermediate Backend Engineer to contribute to the design, development, and operation of our next-generation social gaming platform. You'll work on concurrent systems,…
Added 56 mins ago
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Site Reliability Engineer (Intermediate)
Punt
Canada
- Full-time
We’re seeking a Site Reliability Engineer to help advance our infrastructure, security, reliability, and platform maturity. This is an individual contributor role for someone who can…
Added 56 mins ago
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Senior Backend Software Engineer
Punt
Canada
- Full-time
We’re seeking a Senior Backend Engineer to help design, build, and scale our next-generation social gaming platform. You’ll work on highly concurrent systems, architecting APIs and backend…
Added 1 hour ago
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Senior Windows Server Automation Engineer
Swoon
Toronto, ON
- Contract
Senior Windows Server Automation Engineer - Contract - Hybrid, Toronto (Financial District)
Added 1 hour ago
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Project Engineer
Kiewit
Calgary, AB
- Full-time
The Project Engineer will support construction activities by planning, organizing and implementing those management duties (i.e. engineering interface, subcontract and materials management,…
Added 1 hour ago
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Project Engineer
Kiewit
AB · Edmonton, AB
- Full-time
The Project Engineer will support construction activities by planning, organizing and implementing those management duties (i.e. engineering interface, subcontract and materials management,…
Added 1 hour ago
Automation Specialist / Engineer - Process Systems & Software
Spartan Controls Ltd.
Burnaby, BC
…automation we assist customers improving their Safety, Reliability, Operations and…
Added 1 hour ago
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Forward Deployment Engineer
''
Toronto, ON
- Full-time
The Forward Deployment Engineer is accountable for owning high-value AI use cases from problem discovery through delivery, adoption, and measured business value. This role embeds directly…
Added 1 hour ago
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Sr Functional Engineer, SAP - 12 month contract
''
Toronto, ON
- Full-time
- Temporary
Position Title: Sr Functional Engineer, SAP - 12 month contract
Added 1 hour ago
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Associate Cloud Engineer
''
Florenceville-Bristol, NB
- Full-time
McCain is seeking an Associate Cloud Engineer to join our Infrastructure, Engineering & Operations team. In this early-career role, you will help deploy, operate, secure, and monitor cloud…
Added 1 hour ago
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Data & AI Solution Architect
SaskTel
Regina, SK
- Contract
Knowledge of the Telco industry, SaskTel departments/subsidiaries organization structures, operations and relationships.
Added 1 hour ago
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Technicien(enne) d’entretien d’aéronefs – Soutien technique/ Aircraft Maintenance Engineer – Product Support
Bell Flight
Mirabel, QC
- Full-time
…Bell : garantir la sécurité, la fiabilité et l’efficacité des opérations de nos clients à travers le monde. Vous évoluerez dans un environnement dynamique, innovant et collaboratif, où…
Added 1 hour ago
Agentic Evaluation & Testing Specialist, Kitchener, ON
Siemens
Kitchener, ON
About Siemens Digital Industries Operations Software: It is a suite of integrated digital solutions to engineer, simulate and operate manufacturing operations across industries. Operations…

Swoon

Senior Windows Server Automation Engineer

Toronto, ON, Canada

Compensation: $120,000–$130,000 annually, commensurate with experience. · Contract

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Job details

Pay: Compensation: $120,000–$130,000 annually, commensurate with experience.
Job type: Contract
Apply by: Nov 28, 2026
Posting language: English
Posted: Oct 29, 2026

Original job description

Senior Windows Server Automation Engineer - Contract - Hybrid, Toronto (Financial District)

Our client - one of Canada’s Big 5 banks - is hiring a Senior Windows Server Automation Engineer for their Windows Engineering team. This is a hands-on, automation-first role: you’ll spend your time designing and building reusable, production-grade automation, not chasing tickets. If you write Ansible and/or Python like a developer - modular, idempotent, source-controlled, tested - and you know Windows Server infrastructure cold, this is built for you.

What you’ll do

Design, develop, and maintain reusable, production-grade automation using Ansible and/or Python for end-to-end server lifecycle: OS deployment across physical and virtual environments, configuration, domain integration, security hardening, compliance validation, and patch readiness.
Apply real software-engineering practice - source control, modular/idempotent design, testing, logging, error handling, secrets management, code review, and CI/CD. PowerShell where it makes sense for Windows integration.
Design, automate, and troubleshoot enterprise Group Policy and Windows Server security baselines across a large estate, with targeted rollout, drift detection, and remediation.
Lead performance analysis, complex troubleshooting, and root-cause resolution across OS, virtualization, storage, networking, identity, and security.
Own technical designs and production outcomes, review code, and work across infrastructure, security, and operations teams.

What you bring

8+ years engineering and supporting large, complex enterprise Windows Server environments (physical, virtual, hybrid).
Substantial, hands-on experience independently building and maintaining reusable automation in Ansible and/or Python - frameworks, roles, playbooks, modules, or tooling - with strong engineering discipline (source control, testing, CI/CD).
Advanced Group Policy and Active Directory depth (OUs, inheritance/precedence, WMI and security filtering, delegation, conflict resolution) plus hands-on security-baseline design and automation.
Core Windows infrastructure strength: failover clustering, Kerberos, certificates, patching, and vulnerability remediation.
Working networking knowledge (TCP/IP, DNS, DHCP, subnetting, routing, load balancers) and performance tuning with tools like PerfMon and WPR/WPA.

Nice to have

Microsoft, Red Hat Ansible, or Python certification.
VMware/Hyper-V, cloud, and regulated-enterprise (financial services) experience.

Hybrid role (2-3 days/week onsite) based in downtown Toronto (Financial District). Contract. Compensation: $120,000–$130,000 annually, commensurate with experience.

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More about this job

Responsibilities

Design, build, and maintain reusable, production-grade automation for Windows Server deployment, configuration, security hardening, compliance, and patch readiness. Lead Group Policy and security-baseline automation, complex infrastructure troubleshooting, technical design, code reviews, and collaboration across infrastructure, security, and operations teams.

Requirements

Requires 8+ years supporting large enterprise Windows Server environments and substantial hands-on experience building reusable Ansible and/or Python automation using disciplined software-engineering practices. Candidates should have advanced Group Policy and Active Directory expertise, Windows security-baseline experience, strong core Windows infrastructure knowledge, and working networking and performance-tuning skills.

Skills

Windows Server
Ansible
Python
PowerShell
Automation
Group Policy
Active Directory
Security Baselines
Failover Clustering
Kerberos
Certificates
Patch Management
Vulnerability Remediation
TCP/IP Networking
Performance Tuning
CI/CD

Visa sponsorship

Not detected in the job text

Keywords

Windows Server
Ansible
Python
PowerShell
Server Lifecycle Automation
Physical Servers
Virtualization
Active Directory
Group Policy
Security Baselines
Security Hardening
Compliance Validation
Patch Readiness
Source Control
Idempotent Design
Testing
Logging
Secrets Management
Code Review
CI/CD
Failover Clustering
Kerberos
Certificates
Vulnerability Remediation
TCP/IP
DNS
DHCP
PerfMon
WPR/WPA
Financial Services

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