Job Description
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 at TD.

Our 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 Description: Position 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.
KEY ACCOUNTABILITIES
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
Automation & Playbook Development
• 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
Level 3 Technical Support & Escalation
• 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
Security & Compliance
• 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
Collaboration & Leadership
• 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
EXPERIENCE & EDUCATION
Technical Skills
• 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
Industry Experience
• Financial Services: Minimum 3 years of experience in financial industry IT environments
• Compliance: Understanding of financial industry regulations (SOX, PCI-DSS, etc.)
• Risk Management: Experience with change management processes and risk assessment procedures
Professional Skills
• Best Practices: Demonstrated knowledge of ITIL, infrastructure best practices, and enterprise architecture principles
• Team Collaboration: Proven ability to work effectively in team environments and mentor junior staff
• Problem Solving: Strong analytical and troubleshooting skills with attention to detail
• Communication: Excellent verbal and written communication skills
Preferred Qualifications
• 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
Our Total Rewards Package
Our Total Rewards package reflects the investments we make in our colleagues to help them and their families achieve their financial, physical, and mental well-being goals.

Total Rewards at TD includes a base salary, variable compensation, and several other key plans such as health and well-being benefits, savings and retirement programs, paid time off, banking benefits and discounts, career development, and reward and recognition programs.





We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day.

We are an equal opportunity/affirmative action employer that believes everyone matters.

Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances.

If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to [email protected].

To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Skills and Requirements
EXPERIENCE & EDUCATION
Technical Skills
• Windows Expertise: 5+ years of experience with Windows Server (2016/2019/2022)
• Group Policy: Solid 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
Industry Experience
• Financial Services: Minimum 3 years of experience in financial industry IT environments
• Compliance: Understanding of financial industry regulations (SOX, PCI-DSS, etc.)
• Risk Management: Experience with change management processes and risk assessment procedures
Professional Skills
• Best Practices: Demonstrated knowledge of ITIL, infrastructure best practices, and enterprise architecture principles
• Team Collaboration: Proven ability to work effectively in team environments and mentor junior staff
• Problem Solving: Strong analytical and troubleshooting skills with attention to detail
• Communication: Excellent verbal and written communication skills
Preferred Qualifications
• 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 Banking Experience
Infrastrcuture Line of Business Experience

📌 Sr Windows Engineer (Toronto)
🏢 Insight Global
📍 Toronto