Windows 11 Migration in 5 Steps with Application Workspace

In the Netherlands, approximately 500,000 endpoints still run on Windows 10. Support for Windows 10 ends on October 14, 2025, when Microsoft stops regular updates. After that, organizations can only use Extended Security Updates (ESU) at increasing costs. The urgency to switch to Windows 11 is therefore real—especially for organizations focused on cost control, continuity, and security. 

Less Complex Migration 

Compared to previous migrations, the step to Windows 11 is less complex. Earlier jumps—XP to 7 or 7 to 10—introduced big platform changes. Windows 11 is more a refinement of Windows 10. Still, a migration can be challenging—especially in a tight IT labor market. Good preparation and the right tools make all the difference. 

Recast Software supports organizations throughout this entire process, regardless of the management platform in use. Whether you’re using Config Manager (SCCM), Intune, or another MDM solution, Application Workspace functions as a platform-independent application layer. That application layer speeds today’s move and shields you from future Windows shifts. 

This approach also offers more flexibility. If you later move from ConfigMgr to Intune, the switch is smoother because apps are already decoupled in Application Workspace. 

Below, I outline the five key steps for a successful migration. 

Windows 11 Migration with Application Workspace

Step 1: Assessment and Planning 

Every successful migration begins with insight. Catalog your apps and flag the business-critical ones. Use Microsoft App Assure to check Windows 11 compatibility. At the same time, evaluate the hardware. The PC Health Check app offers quick insight into device readiness. In large estates, Right Click Tools surfaces hardware-readiness reports in minutes. 

Step 2: Setting Up a Pilot Phase 

After the inventory comes the testing phase. Select a representative pilot group of users and devices for the initial Windows 11 implementation. Application Workspace enables testing of applications. Track and document any issues with the workspace’s built-in monitoring. Based on the test results, the migration strategy can be further refined. 

Step 3: Implementation in the Production Environment 

Once the pilot is successfully completed, a broader rollout follows. Application Workspace deploys each package as is—no repackaging. Application Workspace ensures applications remain up-to-date and secure through automatic patching. Application management is greatly simplified because distribution is dynamic, based on user and device data. Also, self-service installs cut service desk tickets. 

Step 4: Integration with Existing Tools 

A successful migration integrates seamlessly into the existing IT infrastructure. Right Click Tools can be used within SCCM to manage devices easily, check compliance, and monitor security status. Windows Update for Business supports the automated rollout of updates across all devices. For new hardware, Windows Autopilot can be used. During this process, Application Workspace ensures that applications are delivered automatically and correctly—without manual intervention. 

Step 5: Training and Support 

A new working environment also requires focus on adoption. Ensure that users are well-prepared for the transition to Windows 11 and familiar with the self-service features of Application Workspace. Clear instructions and accessible documentation contribute to a smooth user experience. The latest version of Application Workspace (v4.3) includes a new feature allowing users to report application issues directly. These reports become visible to IT teams in real time, enabling faster and more targeted responses. 

Conclusion 

The move to Windows 11 can be both manageable and cost-controlled. With the right tools and a clear roadmap, a necessary migration can become an opportunity to make IT smarter, more flexible, and future-proof. Recast Software and its partners are ready to help you capture those gains. 

Mels Dees has been an IT journalist since 2000 and was editor-in-chief of several IT trade journals. He is also one of the founders of BlogIT.