Windows Engineer II

TD•Toronto, ON

1d•CA$96,900 - CA$136,800•Onsite

About The Position

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.

Requirements

5+ years of experience with Windows Server (2016/2019/2022)
Strong understanding of Group Policy Objects (GPOs) with experience creating, managing, and troubleshooting complex policy implementations
Experience with Windows Server failover clustering deployments including MS SQL Server clusters
Understanding of Storage Area Network (SAN) concepts with hands-on experience implementing SAN solutions in both bare metal and virtualized Windows environments
Advanced proficiency in Ansible for Windows automation and configuration management
Expert-level PowerShell scripting skills with experience in complex automation scenarios
Experience designing OS deployment standards and automation frameworks for implementation by other teams
Experience providing Level 3 technical support and complex issue resolution
Experience with VMware vSphere, Hyper-V, or other virtualization platforms
Knowledge of Windows security frameworks, hardening standards, and security tools
Minimum 3 years of experience in financial industry IT environments
Understanding of financial industry regulations (SOX, PCI-DSS, etc.)
Experience with change management processes and risk assessment procedures
Demonstrated knowledge of ITIL, infrastructure best practices, and enterprise architecture principles
Proven ability to work effectively in team environments and mentor junior staff
Strong analytical and troubleshooting skills with attention to detail
Excellent verbal and written communication skills

Nice To Haves

Experience with HP Server Automation (HPSA) or Data Center Automation (DCA) is highly desired
Bachelor's degree in Computer Science, Information Technology, or related field
Microsoft certifications (MCSA, MCSE, or equivalent)
Experience with cloud platforms (Azure, AWS) and hybrid environments
Knowledge of container technologies (Docker, Kubernetes)
Understanding of network protocols and Active Directory services

Responsibilities

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 PowerShell 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