Job Description
This role is temporarily eligible for a pay premium above the posted salary range that is reassessed annually.

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.

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 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





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 PowerShell 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: Robust analytical and troubleshooting skills with attention to detail

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