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Windows Engineer II

Toronto, ON, Canada

Pay: $96,900 - $136,800 CADThis role is temporarily eligible for a pay premium above the posted salary range that is reassessed annually.
Job type: Full-time
Apply by: Oct 9, 2026
Posting language: English
Posted: Sep 21, 2026

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Original job description

Work Location:

Toronto, Ontario, Canada

Hours:

37.5

Line of Business:

Technology Solutions

Pay Details:

$96,900 - $136,800 CADThis 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 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: 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

Who We Are:

TD is one of the world's leading global financial institutions and is the fifth largest bank in North America by branches/stores. Every day, we strive to make every interaction, product, and experience remarkably human and refreshingly simple for over 27 million households and businesses in Canada, the United States and around the world. More than 95,000 TD colleagues bring their skills, talent, and creativity to foster deeper relationships, ensure disciplined execution, and build a simpler, faster banking experience. TD is deeply committed to being a leader in client experience, that is why we believe that all colleagues, no matter where they work, are client facing. Together, we are reimagining what banking can be for our clients, colleagues and communities.

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. Learn more

Additional Information:
We’re delighted that you’re considering building a career with TD. Through regular development conversations, training programs, and a competitive benefits plan, we’re committed to providing the support our colleagues need to thrive both at work and at home.

Please be advised that this job opportunity is subject to provincial regulation for employment purposes. It is imperative to acknowledge that each province or territory within the jurisdiction of Canada may have its own set of regulations, requirements.

Colleague Development

If you’re interested in a specific career path or are looking to build certain skills, we want to help you succeed. You’ll have regular career, development, and performance conversations with your manager, as well as access to an online learning platform and a variety of mentoring programs to help you unlock future opportunities.

If you’re passionate about helping clients and building deep, lasting relationships, TD offers diverse career paths where you can grow your expertise and make a meaningful impact.

We're committed to your success and foster a respectful workplace where diverse perspectives are valued, everyone has fair opportunities to grow, and you can unlock your full potential to achieve your career goals. Here at TD, we hire and develop the best.

Training & Onboarding
We will provide training and onboarding sessions to ensure that you’ve got everything you need to succeed in your new role.

Interview Process
We’ll reach out to candidates of interest to schedule an interview. We do our best to communicate outcomes to all applicants by email or phone call.

Accommodation
Your accessibility is important to us. Please let us know if you’d like accommodations (including accessible meeting rooms, captioning for virtual interviews, etc.) to help us remove barriers so that you can participate throughout the interview process.

We look forward to hearing from you!

Language Requirement (Quebec only):

Sans Objet

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More about this job

Responsibilities

The Windows Engineer II will develop enterprise Windows infrastructure standards, create automation playbooks, and serve as a Level 3 escalation point for complex technical issues. They will collaborate with cross-functional teams to ensure security compliance and provide technical mentorship to operations staff.

Requirements

Candidates must have 5+ years of experience with Windows Server, advanced PowerShell scripting, and Ansible automation. A background in financial services environments and knowledge of security frameworks like SOX and PCI-DSS are required.

Skills

Windows Server
PowerShell
Ansible
Group Policy
Windows Clustering
SAN Storage
Automation
HPSA
DCA
Level 3 Support
Virtualization
Security Hardening
Financial Services IT
Compliance
Infrastructure Architecture
ITIL

Benefits

Health and well-being benefits
Savings and retirement programs
Paid time off
Banking benefits and discounts
Career development
Reward and recognition programs

Visa sponsorship

Not detected in the job text

Keywords

Windows Server 2016
Windows Server 2019
Windows Server 2022
Group Policy Objects
Failover Clustering
MS SQL Server
SAN
Ansible
PowerShell
HPSA
DCA
VMware vSphere
Hyper-V
SOX
PCI-DSS
ITIL
Infrastructure-as-Code
Active Directory
Azure
AWS
Docker
Kubernetes
Hardening
Patch Management
Change Management
Financial Services
Enterprise Architecture
Automation Frameworks
Level 3 Support
Security Standards

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