Endpoint Management Migration Project Manager Simulation — Air Canada

The scenario

Air Canada — Canada's largest airline, roughly 40,000 employees across a Montreal head office, airport operations at every major Canadian hub, and crew bases spanning the network — is migrating its corporate Windows endpoint fleet off on-premises Microsoft Configuration Manager (SCCM) and onto Microsoft Intune. Roughly 21,000 managed Windows devices are in scope: corporate laptops for head-office and hybrid staff, plus shared and kiosk devices used by ground operations at airports. The migration runs through co-management first — SCCM and Intune managing the same devices side by side while workloads move to the cloud one slider at a time — before the on-prem ConfigMgr infrastructure is decommissioned as part of a broader data centre exit. On paper the hard part is behind you. A 1,200-device pilot ring is already co-managed. The EMS E5 licensing is owned and paid for. Autopilot, compliance policies, and security baselines all exist in the tenant. Étienne Bourgault, the VP sponsoring the program, has told the board this is a cost-out modernization with a fixed decommission date, and he wants waves moving, not more discovery. Then you look at the reconciliation tile on the pilot dashboard. SCCM reports 21,340 managed devices. Intune shows materially fewer enrolled and compliant — thousands of machines sit in a state nobody can immediately explain. And that gap is only the first one. The compliance policies that make the pilot look green were assigned but never actually enforced. The device inventory the whole plan is built on has been drifting for twelve years. Your job is to migrate a fleet while every wave quietly reveals another class of endpoints the last system was hiding, and to keep leadership from mistaking a green dashboard for a solved problem.

What you'll do as the project manager

• →Migrate 21,000 corporate Windows endpoints from SCCM to Intune via co-management, moving all six workloads (Compliance, Resource Access, Windows Update, Endpoint Protection, Device Configuration, Client Apps) to the cloud ahead of the ConfigMgr decommission
• →Enroll and bring to ENFORCED compliance at least 98% of in-scope devices — Intune compliance policies and Microsoft/CIS security baselines actually applied, not assigned-but-unenforced
• →Stand up Windows Autopilot for every net-new and re-provisioned device so no new endpoint is ever imaged from an SCCM task sequence again
• →Reconcile the device inventory to a single source of truth, closing the SCCM/Intune count gap and clearing orphaned, duplicate, and never-enrolled records before the audit window opens
• →Decommission the on-prem ConfigMgr infrastructure within the program window, within ±10% of the CA$6.4M baseline, with no lapse in patch compliance during the SOC 2 / PCI audit

Project management skills you'll build

The challenges you'll navigate

• •Inventory integrity — SCCM and Intune device counts do not reconcile; thousands of endpoints sit in an unknown state and the whole wave plan is built on a denominator nobody trusts
• •Cosmetic compliance — pilot devices show compliant in Intune but baselines and Conditional Access were assigned, not enforced, creating direct SOC 2 / PCI audit exposure
• •Endpoint Engineering resistance — Dwayne Ekwueme has owned ConfigMgr for twelve years and distrusts the cloud-native model that removes his task sequences from the critical path
• •Ground-ops and union sequencing — re-managing unionized airport staff devices requires contractual notice and cannot disrupt peak operations
• •Helpdesk capacity — the service desk under Réjean Bouchard is already at capacity; wave cutovers risk a ticket surge with no backfill

Technology & stakeholders

You'll manage 7 stakeholders, including Étienne Bourgault (VP, IT Infrastructure & Operations), Marguerite Vanasse (Director, IT PMO & Workplace Services), Dwayne Ekwueme (Manager, Endpoint Engineering), and more.

What you'll walk away with

A verified, shareable record of a completed enterprise project — plus the PMO deliverables you produced along the way (charter, project plan, SteerCo deck, closure document). It's real, demonstrable project management experience you can put on your resume and speak to in interviews.

Frequently asked questions

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