WHO WE ARE

When it comes to health, we’re always looking for ways to push for better. It’s why we were founded in the first place. In 1957, our founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health by forgoing her own medicine to pay for her sick daughter’s prescription. He knew there had to be a better way. So, he introduced North America’s first prepaid drug plan, and GreenShield was born as a non-profit with a mission to support better health for all Canadians.

We aren’t just a health and benefits company. We’re the only non-profit social enterprise that brings worlds of coverage and care together, all in one place.

We’re noble challengers, purposefully building a better way and we need the best people to help us create a more holistic approach that takes care of the mind and body.

Our mission is to create better health for all Canadians, and we know that starts with our employees.

THE ROLE IN A NUTSHELL The Manager, Workplace Technology Management is responsible for owning and evolving the digital workplace technology ecosystem, ensuring platforms are designed, optimized, and managed to enable a frictionless employee experience. This role leads Digital Workplace Enablement, focused on proactive design, modernization, and lifecycle management of workplace technologies to prevent issues by design and enable scalable, resilient platforms.

You will lead a team responsible for endpoint, application, access, mobility and automation, ensuring technology decisions are aligned with Digital Employee Experience (DEX) insights and business priorities. This role is critical to enabling GreenShield’s transition from IT operations to an experience-led, AI-enabled digital workplace, where technology proactively enables productivity, digital Friction is designed out of employee workflows, platforms scale with the business, and AI and automation handle operational scale

Key Responsibilities:

1. Workplace Technology Ownership & Strategy

- Own end-to-end accountability for workplace technology domains (devices, applications, access, mobility and automation)
- Define and execute a modern, experience-led digital workplace roadmap aligned to business priorities
- Drive platform standardization, rationalization, and scalability across the enterprise
- Ensure alignment with DEX insights, persona needs, and business workflows
- Oversee the workplace technology portfolio including Microsoft 365, Intune, Autopilot, SCCM/MECM, Jamf, Apple Business Manager, Entra ID, Conditional Access, mobility services, workplace AV technologies, Ivanti, Copilot, Power Platform, automation, and related employee experience technologies

2. Technology Lifecycle & Platform Management

- Lead product lifecycle management (introduce → optimize → retire) for workplace platforms
- Drive obsolescence management and platform modernization, including cloud-first and cross-platform strategies
- Ensure performance, reliability, and adoption of critical workplace tools
- Partner with architecture, security, and infrastructure teams to ensure integrated service delivery

3. Engineering & Operational Excellence (L3/L4)

- Lead teams responsible for deep technical resolution, root cause analysis,



and permanent fixes
- Drive reduction of repeat incidents through problem management and design improvements
- Improve system performance, stability, and resilience across workplace platforms
- Enable seamless integration with IT Service Management for escalation and resolution

4. Automation & AI Enablement

- Drive automation strategies to reduce manual effort and improve service efficiency
- Champion a self-service-first operating model enabled by knowledge, automation, AI-assisted support, service catalogues, and intuitive employee journeys
- Partner with DEX and ITSM teams to improve auto-resolution rates and reduce ticket volumes
- Support the transition toward an AI-enabled operating model where automation handles scale
- Drive adoption of self-service capabilities by partnering with people leaders, DEX, ITSM, and change teams to reduce dependency on assisted support

5. Experience-Led Design & Continuous Improvement

- Embed experience-led design principles into all workplace technology decisions
- Use DEX metrics and persona insights to prioritize improvements and investments
- Partner with DEX teams to identify friction points across employee journeys
- Drive measurable improvements in application performance, device experience, access reliablity, and adoption and usage.

6. Product, Vendor, Partner & Relationship Management

- Own product vendor management for workplace technology platforms, including roadmap alignment, service performance, licensing, escalation paths, and value realization
- Manage strategic relationships with key technology vendors and partners, including Microsoft, Apple, endpoint, automation, collaboration, and device ecosystem providers
- Build strong internal partnerships across Cybersecurity, Infrastructure & Architecture, Data & Information Management, Facilities, HR, Procurement, and business stakeholders
- Drive partnership management practices that ensure clear accountability, shared roadmaps, governance, commercial discipline, and proactive risk management
- Ensure alignment with governance, compliance, enterprise standards, procurement processes, and business outcomes

7. Team Leadership & Capability Development

- Lead and develop a team of Technology Service professionals while building capabilities in platform engineering, automation/AI, and product ownership.
- Drive the shift to proactive engineering and experience ownership, fostering a culture of innovation, accountability, and continuous improvement.

WHO WE'RE LOOKING FOR

- Bachelor’s degree in Computer Science, Information Technology, or related field
- 8+ years of experience in workplace technology, endpoint management, or digital workplace engineering and 3–5+ years of leadership experience managing technical teams
- Strong experience with Microsoft 365 ecosystem (Teams,



SharePoint, Exchange), Endpoint management (Intune, SCCM/MECM), identity & access management (Entra ID) automation and scripting (PowerShell, APIs), and ITSM platforms (Ivanti, ServiceNow)
- Strong understanding of cloud-first and hybrid workplace environments
- Ability to be a strategic thinker with strong execution focus, an experience-led mindset, robust problem-solving and analytical skills, and able to lead through transformation and change
- Strong communication and leadership presence, strong stakeholder management skills and cross-functional collaboration

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.

📌 Manager, Workplace Technology Management (Windsor)
🏢 GreenShield
📍 Windsor