Windows Engineer II
Listed on 2026-08-20
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IT/Tech
Systems Engineer, Windows Server, Cloud Computing: Infrastructure & Operations, Systems Administrator
Work Location
Toronto, Ontario, Canada
Hours37.5
Line Of BusinessTechnology Solutions
Pay Details$96,900 - $136,800 CAD
This role is temporarily eligible for a pay premium above the posted salary range that is reassessed annually. You are encouraged to have an open dialogue with your recruiter who can provide more specific pay details for this role.
TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience compensation policies and practices have been designed to allow colleagues to progress through the salary range over time as they progress in their role. The base pay actually offered may vary based upon the candidate's skills and experience, job-related knowledge, geographic location, and other specific business and organizational needs.
As a candidate, you are encouraged to ask compensation related questions and have an open dialogue with your recruiter who can provide you more specific details for this role.
Job DescriptionPosition Overview
We are seeking an experienced Senior Windows Engineer to join our Windows Engineering team. The successful candidate will be responsible for developing enterprise Windows standards, creating automation playbooks, and serving as a Level 3 escalation point for complex technical issues. This role focuses on designing solutions and standards that are implemented by Build teams and supporting Operations teams with advanced technical expertise in financial services environments.
KeyAccountabilities Standards & Architecture
- Design and develop enterprise Windows infrastructure standards and best practices
- Create comprehensive technical documentation and implementation guidelines
- Define security baselines and configuration standards for Windows environments
- Collaborate with enterprise architecture teams on infrastructure roadmap planning
- Develop and maintain advanced Power Shell scripts and modules for standardized automation
- Design and create Ansible playbooks for Windows environment automation to be executed by Build teams
- Build reusable automation frameworks and templates for OS deployment and configuration
- Create infrastructure-as-code standards and provide guidance to implementation teams
- Serve as subject matter expert for complex Windows infrastructure issues escalated from Operations teams
- Provide advanced troubleshooting and root cause analysis for critical incidents
- Develop solutions for recurring operational challenges and performance issues
- Mentor and provide technical guidance to Level 1 and Level 2 support staff
- Partner with Enterprise Protect team to develop security standards, frameworks, and hardening baselines appropriate for financial services environments
- Collaborate on compliance guidelines and configuration standards for industry regulations (SOX, PCI-DSS, etc.)
- Establish patch management standards and procedures for operational teams to execute
- Provide technical guidance to implementation teams on security standard deployment
- Partner with Build teams to ensure successful implementation of automation playbooks and standards
- Collaborate with Operations teams to understand operational challenges and develop solutions
- Work with cross-functional teams including network, security, and application teams on standards alignment
- Provide technical mentorship and knowledge transfer to implementation and operations teams
- Participate in change advisory boards and technical design reviews
- Document standards, procedures, and troubleshooting guides for operational teams
- Windows Expertise: 5+ years of experience with Windows Server (2016/2019/2022)
- Group Policy:
Strong understanding of Group Policy Objects (GPOs) with experience creating, managing, and troubleshooting complex policy implementations - Windows Clustering:
Experience with Windows Server failover clustering deployments including MS SQL Server clusters - SAN Storage:
Understanding of Storage Area Network (SAN) concepts with hands-on experience implementing SAN solutions in both bare metal and virtualized Windows environments - Automation:
Advanced proficiency in Ansible for Windows automation and configuration management - HPSA/DCA:
Experience with HP Server Automation (HPSA) or Data Center Automation (DCA) is highly desired - Scripting:
Expert-level Power Shell scripting skills with experience in complex automation scenarios - Deployment Standards:
Experience designing OS deployment standards and automation frameworks for implementation by other teams - Escalation Support:
Experience providing Level 3 technical support and complex issue resolution - Virtualization:
Experience with VMware vSphere, Hyper-V, or other virtualization platforms - Security:
Knowledge of Windows security frameworks, hardening standards, and security tools
- Financial Services:
Minimum 3…
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