Manager, Workplace Technology Management

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 Green Shield 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 Green Shield’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:

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 , Conditional Access, mobility services, workplace AV technologies, Ivanti, Copilot, Power Platform, automation, and related employee experience technologies

2. Technology Lifecycle & Platform Management

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

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…