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Added 8 mins ago
Solutions Architect (Data, Automation & Platforms)
The Canada Life Assurance Company
Toronto, ON
Enterprise Automation Technology is hiring a Solutions Architect within the Data, Automation & Platforms team, reporting to the Director of Technology Solutions.
Added 38 mins ago
Director, Cyber Security Operations
Global Relay
Vancouver, BC
…solutions. We securely capture and preserve the communications data of the world’s most highly regulated firms, giving them greater visibility and control over their information and…
Added 38 mins ago
Supply Chain Operations Manager
CarbonRun
Dartmouth, NS
$80,000 to $100,000 CAD / year
Full-time
Reporting to the Senior Director, Business Development and working closely with our science, business and operations teams, you will build and maintain CarbonRun's feedstock engagement…
Added 54 mins ago
Senior Manager, Enterprise Portfolio Governance
Scotiabank
Toronto, ON
…within the Enterprise Delivery Office (EDO). Reporting to the Director, Enterprise Portfolio Governance, the role is responsible for executing governance processes, conducting portfolio…
Added 54 mins ago
Technology Director (Web & Mobile)
APPLY
Toronto, ON
Full-time
The Technology Director is a versatile technologist with a broad understanding of artificial intelligence, front-end, back-end, mobile, platform engineering, and testing techniques. This…
Added 1 hour ago
Information Technology Manager
North Vector Dynamics Inc.
Calgary, AB
Full-time
…ability to safeguard controlled goods, controlled technical data, and client…
Added 1 hour ago
Director, Cyber Security Operations
Global Relay
Vancouver, BC
Full-time
…solutions. We securely capture and preserve the communications data of the world’s most highly regulated firms, giving them greater visibility and control over their information and…
Added 2 hours ago
DC Operations Analyst
ROBINSON
Calgary, AB · Greater Calgary Metropolitan Area
Full-time
…Operations Management, Business Administration, Industrial Engineering, Data Analytics, or a related field. (An equivalent combination of education and experience will also be…
Added 2 hours ago
Data Conversion Lead
IKO North America
Mississauga, ON
Full-time
Job Summary: Reporting to the Global Director, IT Strategy and M&A, the successful candidate will be responsible for supporting ERP deployment projects by working directly with key business…
Added 2 hours ago
Director, Technology Services
University of Toronto
Toronto, ON
…confidentiality, integrity, and availability of the Faculty’s data in collaboration with the Faculty leadership team and institutional partners; establishes IT departmental goals,…
Added 2 hours ago
Directeur de compte - Account Director
Dexterra Group
QC · Courcelette, QC
Full-time
We are seeking an experienced Account Director to oversee a large, complex government account overseeing the maintenance and upkeep of government buildings and housing. This is a highly…
Added 2 hours ago
Project Scheduler
The Byng Group
Vaughan, ON
Full-time
We are seeking a Project Scheduler to join our Operations team. Reporting directly to the Director of Ops Services, the Project Scheduler is responsible for developing and maintaining daily…
Added 2 hours ago
Head of Quantum Development
Quantized Technologies
Calgary, AB
Full-time
…networking, we translate lab science into real-world commercial engineering. At the same time, we are developing quantum-secure solutions to protect the world’s most critical data during…
Added 2 hours ago
Tax Manager
Pan American Silver Corp.
Vancouver, BC
$130,000 to $139,000 CAD / year
Full-time
…silver producer, with a reputation for excellence in discovery, engineering, and sustainable development. Pan American Silver has several underground and open pit operations in Canada,…
Added 2 hours ago
Student, Jr. Analytics and Automation Developer (Winter 2027)
Sun Life
Toronto, ON · Waterloo, ON · Sun Life Toronto One York
Full-time
…Network Services’ capabilities in automation, orchestration, data analytics, tooling, and all aspects of functionality integrations within SLF ecosystem of tools and their capabilities in…
Added 2 hours ago
Gestionnaire principal(e), Gouvernance et optimisation du portefeuille/Sr. Manager, Governance & Portfolio Optimization
McKesson
Montreal, QC
Full-time
Added 3 hours ago
Analyst, Low Carbon
Orennia
Calgary, AB
Full-time
Orennia provides an all-in-one platform for accurate data, predictive analytics and actionable insights across the energy transition. We drive faster capital allocation decisions and help…
Added 3 hours ago
Process Performance and Operational Readiness - Senior Eng.
Systemex Industries Conseils
Montreal, QC
Full-time
Reporting to the Director, Process Performance and Optimization, you
Added 3 hours ago
Director, Technology Services
University of Toronto
Toronto, ON
$106,705 to $177,843 CAD / year
Full-time
…confidentiality, integrity, and availability of the Faculty’s data in collaboration with the Faculty leadership team and institutional partners; establishes IT departmental goals,…
Added 3 hours ago
Process Performance and Operational Readiness - Intermediate Engineer
Systemex Industries Conseils
Montreal, QC
Full-time
Reporting to the Director, Process Performance and Optimization and working closely wit
Added 3 hours ago
Lead Platform Engineer (DevOps & MLOps)
Shore Consulting
Toronto, ON
Full-time
Reporting to the Director, Platform Services, the Lead DevOps Engineer is a senior, hands-on technical leader responsible for building, operating, and continuously improving Afflo’s…
Added 3 hours ago
Senior AI Architect (Architect-Practitioner)
Fastloop
Vancouver, BC
Full-time
Pre-sales feasibility: Partner with the Director of Engineering and leadership to assess opportunities, prevent over-selling, and define realistic delivery paths.
Added 3 hours ago
Solutions Architect
Tundra Technical Solutions
Toronto, ON
$130,000 to $145,000 CAD / year
Full-time
…our enterprise Google ecosystem. Reporting directly to the Director of Enterprise Platforms, you will bridge the gap between high-level architectural strategy and hands-on operational…
Added 3 hours ago
Integration Platform Manager
TALTEK | TALENT in TECHNOLOGY
Montreal, QC · Greater Montreal Metropolitan Area
Full-time
We are looking for an Integration Platform Manager for one of our clients in Montreal area. Reporting to the Director, Integration Services, the Integration Platform Manager is responsible…
Added 3 hours ago
Director, Technology Infrastructure & Operations
GreenShield
Windsor, ON
Full-time
The Director, Infrastructure & Operations is accountable for the foundational platforms that support GreenShield's business and customer-facing services. The role provides strategic…

GreenShield

Director, Technology Infrastructure & Operations

Windsor, ON, Canada

Job type: Full-time
Apply by: Oct 21, 2026
Experience: 12+ years of progressive experience in infrastructure, cloud and technology operations, including 5+ years leading managers in a complex enterprise environment.
Posting language: English
Posted: Sep 21, 2026

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Original job description

WHO WE ARE

GreenShield is a proudly Canadian, national non-profit health care and insurance organization, driven by our mission of Better Health for All. We believe health care is a right, not a privilege, and we are committed to improving health outcomes, advancing health equity, and building a future where every Canadian can reach their full health and well-being potential.

Through our unique integrated payer-provider ("payvider") model, we offer insurance, administer benefits, and pay claims as a ‘payer’ while offering health care services such as mental health, pharmacy, telemedicine, and chronic disease management as a ‘provider’. As a non-profit social enterprise without shareholders, we reinvest our excess earnings to directly support underserved communities. Through GreenShield Cares, we positively impacted the health and well-being of over one million Canadians between 2020 and 2025. What’s driving us now is the commitment to measurably impact an additional three million Canadians by 2030 – across mental health, essential medicines, and chronic disease management – through scalable initiatives that deliver meaningful change in pursuit of our mission of Better Health for All.

At GreenShield, our culture is where purpose meets passion and performance. Our teams work as one to deliver meaningful, measurable impact for the people and communities we serve.

THE ROLE IN A NUTSHELL

GreenShield is continuing the modernization of its technology ecosystem while operating always-on services for members, providers, plan sponsors and employees. As GreenShield expands cloud adoption, enables AI-driven technologies and advances enterprise transformation through infrastructure, contact centre and service transformation initiatives, resilient and scalable technology platforms are essential to business performance and customer experience.

The Director, Infrastructure & Operations is accountable for the foundational platforms that support GreenShield's business and customer-facing services. The role provides strategic leadership for infrastructure engineering, cloud platforms, enterprise networking, database services, service operations, reliability, disaster recovery and observability.

This is a strategic, leader-of-leaders position. The Director sets and executes a multi-year roadmap, leads platform consolidation and modernization, governs a complex vendor ecosystem, and is accountable for enterprise availability and operational resilience within a regulated Canadian healthcare and insurance environment.

Core Accountabilities:

Infrastructure & Platform Strategy

Own the multi-year infrastructure and cloud strategy and investment roadmap. Translate GreenShield's business direction into platform architecture, lifecycle, capacity and financial plans. Establish standards that govern workload placement, technology currency, resilience, automation and cost efficiency across the hybrid estate.

Enterprise Modernization & Transformation

Lead the rationalization and modernization of platforms, tooling, data centre footprint and duplicate technologies. Drive cloud migration, legacy retirement and infrastructure refresh with measurable reductions in technical debt, operational risk and complexity.

Advance infrastructure automation, Infrastructure-as-Code and repeatable engineering practices.
Enable transformation programs by ensuring infrastructure readiness, performance, scalability and recoverability.
Develop platform engineering and self-service capabilities where they improve speed, control and consistency.

Platform Ownership

Provide end-to-end accountability for GreenShield's infrastructure estate, including hybrid cloud and hosted environments, Windows Server and virtualization, storage and backup, enterprise networking and telecommunications, and database platforms i.e. Oracle, Google, and Microsoft and others. Ensure platforms meet defined availability, performance, capacity, security and recoverability targets.

Enterprise Uptime & Service Operations

Lead 24/7 infrastructure operations against defined service and performance targets. Own major incident command, problem management, operational reviews and infrastructure change governance. Establish clear service ownership, operational measures and continuous-improvement disciplines that protect business-critical services.

Observability, Automation & Reliability

Mature GreenShield's enterprise observability capability using tools such as Dynatrace and related tooling. Move the organization from reactive alerting toward proactive detection, service health intelligence, automated remediation and prevention. Introduce practical Site Reliability Engineering practices that reduce operational toil and improve reliability.

Contact Centre & Business Partnership

Partner directly with contact centre and business operations leaders to protect the platforms, telephony, integrations and network paths on which member and provider servicing depends. Align capacity, maintenance windows, release activity and recovery priorities to business volume cycles. Treat customer-facing availability as a first-order service commitment.

Business Continuity & Operational Resilience

Own infrastructure disaster recovery and continuity capabilities with documented and tested recovery time and recovery point objectives. Lead recovery exercises with business and technology stakeholders, close resilience gaps and provide transparent reporting on readiness and risk. Partner with Information Security on controls, audits and remediation. Security remains a separate function, while this role is accountable for implementing and sustaining infrastructure controls.

Risk, Compliance & Technology Currency

Maintain infrastructure practices that support applicable OSFI obligations and GreenShield's internal risk requirements. Establish disciplined lifecycle and end-of-life management across the estate, maintain evidence of control effectiveness and ensure remediation commitments are completed with urgency and accountability.

Vendor, Commercial & Financial Management

Own a broad portfolio of cloud, infrastructure, database, telecom, monitoring and managed-service partners. Set sourcing and consolidation strategy, lead negotiations and renewals, govern performance against contractual commitments, and manage infrastructure budgets, licensing and consumption. Improve value through disciplined demand management, commercial leverage and accountable partnerships.

Leadership & Talent Development

Lead and develop a multi-layer organization of managers and technical specialists. Build succession depth, raise engineering and operational standards, clarify accountability, and foster a service-oriented culture grounded in collaboration, automation, continuous learning and measurable business outcomes.

WHO WE'RE LOOKING FOR

12+ years of progressive experience in infrastructure, cloud and technology operations, including 5+ years leading managers in a complex enterprise environment.
Demonstrated ownership of an enterprise infrastructure and cloud strategy with a funded multi-year roadmap, not only delivery execution.
Proven success leading platform consolidation, cloud migration, legacy retirement and modernization across a hybrid estate.
Depth across hybrid cloud, on-premises infrastructure, virtualization, storage, backup and enterprise networking connecting on-premises, hosted and cloud environments.
Accountability for enterprise uptime and 24/7 operations supporting business-critical and high-volume customer-facing services.
Experience establishing modern observability, automation or Site Reliability Engineering practices (i.e. Dynatrace)
Demonstrated ownership of disaster recovery and business continuity, including recovery objectives, exercise design, remediation and executive reporting.
Strong vendor and commercial management credentials, including sourcing, negotiation, managed-service governance and multi-million-dollar budget accountability.
Regulated-industry experience, ideally in financial services, insurance or healthcare, with familiarity with technology risk, privacy and operational-resilience expectations.
Executive-level communication and stakeholder-management skills, with the ability to translate technical complexity into business risk, investment choices and measurable outcomes.
Post-secondary degree in computer science, engineering, information technology or a related discipline, or equivalent practical experience.

THE CULTURE

We believe a career should be meaningful. Not just a means to earn a living. Our culture is one where everyone's voice is heard and valued. Because that’s what it takes to create better health for all. We dare to challenge the status quo. And we’re driven by people who have challenged theirs. We believe that your workplace should empower you to be the best version of yourself. That’s why we provide a place where you can be inspired, challenged, and rewarded.

Where your growth means our growth.

Where your voice is heard and valued.

Where your work has purpose. And purpose matters.

We believe our people are critical to our overall success. Inclusivity makes us a stronger, smarter and more informed organization. Being intentionally inclusive of diverse backgrounds, perspectives and experiences will enhance our company culture to positively impact how we support our communities. A career at GreenShield isn’t just about personal achievements, it's about making a difference together.

Here’s to Better Health for All!

A FEW MORE DETAILS

Proficiency in English is required for this position. As part of this role, you will be required to communicate with colleagues or customers who use English as their primary language. By requiring English proficiency for this position, we aim to ensure that our employees can excel in their roles, collaborate, and communicate effectively, and contribute to the success of our organization.

GS supports diversity, equity and inclusion in our teams and communities, and we value the unique contributions made by all. Even if your experience doesn’t align perfectly to every requirement, we invite you to apply. We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process. Please let us know of any accommodation through [email protected]. Information received relating to accommodation will be addressed confidentially.

Providing this information gives GS consent to use your personal information to assess your suitability for specific positions, future opportunities or for your personnel file. Your résumé will be held in strict confidence and will be viewed only by the Organization. Information may be stored outside of Canada and could be used for aggregate statistical purposes (which uses no personal identification).

AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.

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More about this job

Responsibilities

The Director is responsible for the strategic leadership of infrastructure engineering, cloud platforms, and enterprise operations to ensure resilient and scalable technology services. They will oversee multi-year roadmaps, platform modernization, and 24/7 service operations while managing complex vendor ecosystems and operational resilience.

Requirements

Candidates must have over 12 years of progressive experience in infrastructure and technology operations, including at least 5 years in a leadership role managing managers. A post-secondary degree in computer science, engineering, or a related field is required, along with proven expertise in hybrid cloud environments and regulated industry compliance.

Skills

Infrastructure Strategy
Cloud Platforms
Enterprise Networking
Database Services
Service Operations
Disaster Recovery
Observability
Site Reliability Engineering
Infrastructure Automation
Vendor Management
Budget Management
Team Leadership
Risk Management
Platform Modernization
Cloud Migration

Visa sponsorship

Not detected in the job text

Keywords

Infrastructure
Cloud
Hybrid Cloud
Enterprise Networking
Database Services
Dynatrace
Site Reliability Engineering
Disaster Recovery
Business Continuity
Infrastructure-as-Code
Automation
Vendor Management
OSFI
Risk Management
Compliance
Modernization
Virtualization
Telecommunications
Oracle
Google Cloud
Microsoft
Windows Server
Observability
Capacity Planning
Financial Management

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