Windows 11 Upgrade Checklist

On October 14, 2025, Microsoft will officially end support for Windows 10. What does this mean for your business? Simply put, continued use of Windows 10 after this date will leave your systems vulnerable to security risks, performance issues, and compatibility problems. Here is our checklist to help the upgrade be as seamless as possible for your business.

1. Inventory and Assessment

• List all devices currently running Windows 10.
• Identify critical devices and prioritize those essential to daily operations.
• Assess software and application compatibility; check that business-critical apps are supported on Windows 11.

1. Risk and Compliance Review

• Evaluate security and compliance risks of staying on Windows 10 after October 14, 2025.
• Identify devices or workflows that may require extended support or alternative solutions for compliance.

3. Migration Planning

• Define the scope: number of devices, users, and locations to upgrade.
• Set clear objectives and a phased rollout plan (pilot, non-critical, then critical systems).
• Plan for remote workers and ensure they receive clear upgrade instructions.
• Establish a migration timeline and budget, accounting for hardware replacements if needed.

4. Data Backup and Recovery

• Back up all important data, settings, and system configurations before migration.
• Use cloud storage, external drives, or network backups as appropriate.
• Test and validate backups to ensure data can be restored if needed.

5. Pre-Upgrade Preparation

• Update Windows 10 to the latest version and drivers.
• Free up disk space (at least 64 GB recommended).
• Ensure devices are plugged in and stable during upgrade.
• Communicate upgrade plans, timelines, and benefits to all staff.

6. Migration Execution

• Start with a pilot group to test Windows 11 deployment and resolve any issues.
• Use Windows Update, Installation Assistant, or Media Creation Tool for the upgrade.
• Monitor for compatibility or installation errors and address them promptly.
• Deploy Windows 11 in phases, expanding to all users after pilot validation.

7. Post-Migration Validation

• Confirm all applications and workflows function correctly on Windows 11.
• Ensure user data and settings have transferred successfully.
• Monitor system performance and security for at least 48–72 hours post-upgrade.
• Provide training or resources to help staff adapt to new Windows 11 features.

8. Ongoing Support and Optimization

• Review and update IT policies for Windows 11 security features.
• Schedule regular updates and maintenance for all Windows 11 devices.
• Retire or repurpose incompatible hardware securely.

Silicon can help with all aspects of getting your organisation including evaluating your current device fleet and whether it is compatible through to providing Windows 11 replacement device options.

Contact Us Today!