Upgrading to Windows 11 can feel like one of those “where do I even start?” projects. Especially at the enterprise level, it’s easy to feel overwhelmed.
But here’s the thing. It doesn’t have to be a headache.
At Juriba, we’ve helped hundreds of large organizations through Windows migration journeys. We’ve seen the pitfalls. We’ve built the playbooks. And we know what works because we’ve done it.
This checklist is more than a list. It’s a practical guide based on real-world experience that helps IT teams deliver smoother, faster upgrades with fewer surprises. Now Windows 10 EOL has passed, it's time to move forward with your migration.
[ ] Confirm Windows 10 devices in scope (complete inventory)
[ ] Map Microsoft end-of-support deadline to internal migration timeline
[ ] Identify key stakeholders (IT, Security, Business Units, Comms)
[ ] Define migration goals (compliance, user satisfaction, device refresh strategy)
💡 Pro tip: With Juriba DPC, you can skip the spreadsheets. It pulls inventory data from ConfigMgr, Intune, ServiceNow, and more.
[ ] Check hardware requirements (TPM, CPU, memory, disk, firmware)
[ ] Flag unsupported devices and plan replacements or refresh cycles
[ ] Audit applications for Windows 11 compatibility
[ ] Prioritize and test business-critical applications
[ ] Validate drivers and peripherals (printers, docking stations, etc.)
💡 Pro tip: Juriba DPC highlights readiness gaps across devices, apps, and hardware in a single dashboard.
[ ] Define communication plan (emails, intranet, FAQs, reminders)
[ ] Draft escalation workflows (to managers if users don’t act)
[ ] Offer self-service scheduling so employees can choose their slot
[ ] Prepare helpdesk with scripts for common migration questions
💡 Pro tip: Juriba DPC automates reminders, notifications, and escalations so your team doesn’t have to chase them down.
[ ] Estimate engineer and support resource demand
[ ] Balance migration waves against business priorities
[ ] Define capacity thresholds (max devices per wave/week)
[ ] Build contingency plans for over-capacity scenarios
💡 Pro tip: DPC’s Capacity Report shows you where bottlenecks are likely to occur before they slow you down.
📥 Want a printable version?
Download the full Windows 11 Migration Checklist as a PDF and track your progress.
[ ] Verify user satisfaction and productivity after the upgrade
[ ] Monitor ticket volume and resolve escalations quickly
[ ] Confirm compliance and audit reporting
[ ] Document lessons learned for future refresh cycles
💡 Pro tip: Juriba DPC tracks engagement, compliance, and delivery across every stage of the migration.
[ ] Run pilot migrations with representative user groups
[ ] Validate real-world performance and app readiness
[ ] Launch phased rollout in waves (by department, geography, business unit)
[ ] Monitor dashboards for progress and exceptions
[ ] Resolve blockers (apps, hardware, drivers) quickly
💡 Pro tip: Juriba DPC orchestrates the entire rollout, automating workflows from pilot to scale.
Juriba DPC automates every step of the Windows 11 journey. From readiness to rollout, you get a faster, cleaner, more efficient process.
Windows upgrades are never small projects. Without a clear plan, they can quickly spiral into missed timelines, user frustration, and an overwhelmed helpdesk.
This checklist gives you the structure. Juriba DPC gives you the control.
From inventory to scheduling to post-migration reporting, DPC brings everything into one place. It helps your team stay ahead of issues, streamline the process, and deliver results without the chaos.
You’ve got the roadmap. Now take the next step.