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Added 7 mins ago
J
Senior Strategic Sales Manager (m/f/d)
Jobgether
Canada
- Contract
We are looking for an experienced strategic sales professional to drive business growth and develop high-value client relationships across the DACH region (Germany, Austria, and…
Added 7 mins ago
A
Client Service Representative - Lethbridge Mayor Magrath (6-12 Months Term)
ATB
Lethbridge, AB
- Full-time
…truly thrive. Our Leader DNA model sets the standard for how we lead people, drive business performance, and shape a dynamic future. This is the place for purpose-driven individuals ready…
Added 7 mins ago
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Everyday Banking Advisor - Pincher Creek
ATB
Pincher Creek, AB
- Full-time
Build Lasting Relationships: Deepen client connections by understanding our experience standards and offering tailored, personalized advice.
Added 7 mins ago
A
Senior Compensation Specialist
ATB
Remote, Canada
- Full-time
- Remote
…We are especially interested in finding someone who brings experience with wealth or financial industry compensation plans, as well as an interest or background in…
Added 7 mins ago
S
Interim Store Director (10 Month Contract)
sephora.com
Calgary, AB
- Full-time
…the world. Our constant innovation, our ability to see and lead trends, and our focus on providing an outstanding customer experience make us the most-loved beauty community and top of mind…
Added 7 mins ago
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Senior Mechanical Engineer
Worley
Calgary, AB · Edmonton, AB
- Full-time
…through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating complexity as they meet today's needs and transition…
Added 7 mins ago
W
Senior Structural Designer
Worley
Calgary, AB · Edmonton, AB
- Full-time
…through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating complexity as they meet today's needs and transition…
Added 7 mins ago
W
Senior Structural Engineer
Worley
Calgary, AB · Edmonton, AB
- Full-time
…through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating complexity as they meet today's needs and transition…
Added 7 mins ago
W
Mechanical Design Specialist
Worley
Oakville, ON
- Full-time
…through to operations and decommissioning. Leveraging extensive experience and AI-enabled delivery, we support customers in navigating complexity as they meet today's needs and transition…
Added 7 mins ago
C
Bilingual Sales Associate, Apartments.com/ Associé(e) aux ventes bilingue, Apartments.com - Montréal, Québec
CoStar
Montreal, QC
- Full-time
Orientation client – Bâtir de solides relations avec les clients en offrant un soutien exceptionnel grâce à des communications régulières à valeur ajoutée, en partageant des analyses du…
Added 7 mins ago
S
DCN Project Director
SLB
Calgary, AB
- Full-time
Lead client engagement at the site level, ensuring transparency, communication, and delivery confidence.
Added 7 mins ago
S
DCN Project Engineering Manager
SLB
Calgary, AB
- Full-time
Understand client’s technical requirements during a proposal phase and lead the engineering team in developing the required engineering documentation to cost the project within domain…
Added 21 mins ago
MP
Senior Luxury Property Consultant – Relocate to Dubai
McCone Properties
Vancouver, BC
- Full-time
Experience with high-net-worth clients required - luxury property, or another premium sale
Added 21 mins ago
MP
Real Estate Agent – Relocate to Dubai
McCone Properties
Vancouver, BC
- Full-time
No experience required - we train you from zero
Added 21 mins ago
CA
Senior Accountant, Client Onboarding & Transition
Custom Accounting & CFO Advisory
Regina, SK
- Full-time
…owner-managed businesses. We’re looking for a senior accountant to lead new client transitions. You’ll be the client’s main contact while you set up or take over their books, lead their…
Added 21 mins ago
MC
Estimator / Project Manager – Commercial Construction
MatchBox Consulting Group
Nanaimo, BC
- $112,100 to $141,600 CAD / year
- Full-time
Salary: $100,000 to $130,000+, depending on experience
Added 22 mins ago
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Director, Human Resources - CAN
RESA Power
Calgary, AB
- Full-time
Lead, coach and develop the Canadian HR team, establish clear accountabilities and balance regional workloads.
Added 36 mins ago
PT
Director, Product Engineering
ProFound Talent Inc.
AB · Edmonton, AB
- Full-time
…engineering processes and KPIs that a scaling manufacturer requires, lead engineering’s contribution to the company’s product lifecycle management (PLM) and ERP integration, and develop the…
Added 36 mins ago
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Google Ads Specialist
Search Engine People Inc.
Pickering, ON
- $60,000 to $80,000 CAD / year
- Full-time
Experience with lead generation campaigns and optimizing for qualified leads.
Added 52 mins ago
WE
Senior Civil Engineer
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BC · British Columbia, Canada
- Full-time
Employment: Full-Time, Direct Hire | Senior, practice lead succession track
Added 52 mins ago
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Analyste en Modélisation et Simulation d’Électronique de Puissance / Power Electronics Modeling and Simulation Analyst
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Montreal, QC
- Full-time
…main qui sont adaptés aux spécifications de l'application du client, et en investissant et en participant à des projets de R&D en collaboration avec plusieurs laboratoires et universités…
Added 52 mins ago
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Controller | Contrôleur financier
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- Full-time
Lead the Numbers. Develop the People. Help Drive Growth.
Added 52 mins ago
WE
Senior Architect
West End Workforce
Toronto, ON
- $103,300 to $153,300 CAD / year
- Full-time
You will lead facilities for federal and defense-sector clients: national defense, federal policing, public works and other high-security government end users. You carry each project from…
Added 52 mins ago
C
Office Manager & Executive Assistant to the CEO
Clearspace
Toronto, ON
- Full-time
…integrates design, construction, and technology to improve the client experience and create spaces made to…
Added 52 mins ago
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Coordinator
Lookout Housing and Health
New Westminster, BC
- Full-time
…external stakeholders and contributing to a safe, efficient, and client-centered service…

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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