Senior Windows Server Automation Engineer

TD Bank Group; Toronto; On-site; CAD 97,000 - 137,000; Full time

Job summary

TD Bank Group in Toronto is seeking a Senior Windows Server Automation Engineer to design, develop, test, and maintain reusable production automation code using Ansible and Python. You will own OS deployment, security baselines, and server lifecycle management across physical and virtual environments.

You will apply engineering best practices, integrate with APIs and CMDB, and mentor engineers while collaborating with infrastructure, security, and operations teams to deliver secure, scalable

Qualifications

• Automation development: design and maintain production automation using Ansible and/or Python with CI/CD practices.
• Server lifecycle management: OS deployment, configuration, security hardening, and ongoing management.
• Windows Server expertise: large enterprise environments across physical, virtual, and hybrid setups.
• Group Policy and AD: design, troubleshooting, and security baselines for enterprise environments.
• Certifications: Microsoft, RedHat Ansible, or Python related certifications.

Responsibilities

• Design, develop, and maintain reusable automation for OS deployment across physical and virtual environments.
• Apply engineering practices: modular, idempotent code, source control, testing, logging, and rollback.
• Integrate automation with APIs, CMDB, and orchestration platforms.
• Define engineering standards and patterns for secure, scalable Windows Server platforms.
• Lead performance analysis, troubleshooting, and root-cause resolution across related domains.
• Own technical designs, review code, and mentor engineers while communicating risks and dependencies.

Skills

Ansible

Python

PowerShell

Windows Server

Group Policy

Active Directory

Education

Bachelor’s degree in Computer Science / IT / Engineering

Tools

VMware

Hyper-V

CI/CD

Job description

Work Location: Toronto, Ontario, Canada Hours: 37.5 Line of Business: Technology 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 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

The Senior Windows Server Automation Engineer combines deep enterprise Windows Server engineering expertise with substantial hands‑on experience independently designing, developing, testing, debugging, and maintaining production automation code using Ansible and/or Python.

Key areas of responsibility include Group Policy, Active Directory, Windows Server security baselines, and end‑to‑end server lifecycle management, including OS deployment across physical and virtual environments, initial server configuration, compliance, performance optimization, and ongoing management.

Success in this role requires demonstrated ownership of complex server platforms and reusable automation solutions throughout their lifecycle.

Key Accountabilities

Design, develop, and maintain reusable, production‑grade automation using Ansible and/or Python for OS deployment across physical and virtual environments, including initial server configuration, domain integration, security hardening, compliance validation, patch readiness, and transition to ongoing management.

Apply sound software‑engineering practices, including modular and idempotent design, source control, testing, logging, error handling, secrets protection, rollback, code review, and CI/CD; use PowerShell where appropriate for Windows Server integration.

Integrate automation with APIs, orchestration platforms, configuration‑management systems, CMDB, and enterprise service‑management platforms.

Define and maintain engineering standards and supportable patterns for secure, scalable Windows Server platforms across physical, virtual, and hybrid environments throughout the server lifecycle.

Design, implement, troubleshoot, and automate enterprise Group Policy and Windows Server security baselines, using Active Directory structures and controls to support targeted deployment, impact analysis, compliance validation, drift detection, exception handling, and remediation.

Lead Windows Server performance analysis and optimization, complex troubleshooting, and root‑cause resolution across operating system, hardware, virtualization, storage, networking, identity, security, and automation dependencies.

Own technical designs and production outcomes, review code, mentor engineers, and communicate decisions, risks, and dependencies across infrastructure, security, application, and operations teams.

Experience & Education

Required Qualifications

Automation Development: Substantial experience independently designing, developing, testing, debugging, and maintaining reusable, production‑grade automation code using Ansible and/or Python, with PowerShell applied as appropriate for Windows Server automation and integration. Experience should include frameworks, roles, playbooks, modules, integrations, or tooling and demonstrate strong engineering practices such as source control, modular and idempotent design, testing, logging, error handling, secrets management, code review, release management, and CI/CD.

Server Lifecycle Management: Proven experience automating OS deployment across physical and virtual environments, including initial server configuration, domain integration, security hardening, compliance validation, and ongoing management.

Windows Server Engineering: 8+ years of hands‑on experience engineering and supporting large, complex enterprise Windows Server environments across physical, virtual, and hybrid platforms.

Group Policy, Active Directory, and Security Baselines: Advanced experience designing, implementing, troubleshooting, and managing enterprise Group Policy, including inheritance, precedence, security and WMI filtering, delegation, controlled rollout, and policy conflict resolution. Working knowledge of Active Directory concepts relevant to Windows Server administration is required, including OUs, domain membership, authentication, service accounts, and delegation, together with experience designing, automating, validating, and maintaining Windows Server security baselines.

Networking: Working knowledge of TCP/IP, IPv4/IPv6, subnetting, routing, VLANs, DNS, DHCP, firewalls, load balancers, ports, and protocols, with the ability to diagnose Windows Server connectivity, name‑resolution, latency, packet‑loss, and access issues.

Performance Optimization: Experience baselining, analyzing, and tuning Windows Server CPU, memory, storage I/O, network, services, processes, and virtualization performance using tools such as PerfMon, Resource Monitor, and Windows Performance Recorder/Analyzer.

Core Windows Infrastructure: Strong knowledge of Kerberos, certificates, failover clustering, server hardware, patching, and vulnerability remediation.

Senior‑Level Ownership: Demonstrated ability to lead complex designs and production issues independently, make sound technical decisions, provide Level3 escalation support, and deliver durable solutions across multiple teams.

Preferred Qualifications Bachelor’s degree in Computer Science, Information Technology, Engineering, or equivalent relevant experience. Relevant Microsoft, RedHat Ansible, or Python certification. Experience with VMware, Hyper‑V, cloud platforms, and regulated enterprise environments.

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 27million 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.

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.

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