Microsoft will end mainstream support for Windows 10 on October 14, 2025, making the transition to Windows 11 a critical priority for businesses. While Extended Security Updates (ESU) are available for organizations needing additional time, the most secure and cost-effective path forward is migrating to Windows 11 by the end of October 2025.
Windows 11 offers significant advantages including enhanced security features like hardware-based isolation, improved performance optimizations, better collaboration tools, and streamlined device management. However, the upgrade requires careful planning due to stricter hardware requirements.
This guide provides a structured 6-month timeline to help your organization successfully transition from Windows 10 to Windows 11, minimizing disruption while ensuring compliance and security.
Implementation Timeline: May to October 2025
Additional Considerations
Extended Security Updates (ESU) – If your organization cannot complete the migration by October 2025, Microsoft offers Extended Security Updates for Windows 10 through October 2028. However, this comes with significant costs and should be viewed as a temporary measure rather than a long-term strategy.
Cloud and Hybrid Considerations – Organizations using Microsoft 365 or Azure services should leverage cloud-based management tools like Microsoft Intune and Windows Autopilot to streamline the deployment process and ongoing management of Windows 11 devices.
Industry-Specific Requirements – Businesses in regulated industries (healthcare, finance, government) should pay particular attention to compliance requirements and may need additional time for testing and validation of specialized applications and security configurations.
Expert Support for Your Windows 11 Transition
Planning and executing a Windows 11 migration across your organization can be complex and time-consuming, especially while maintaining day-to-day operations. Lume Strategies specializes in helping businesses navigate technology transitions smoothly and efficiently. Our experienced team can assist with every phase of your Windows 11 upgrade project, from initial assessment and compatibility testing to full deployment and staff training. Whether you need comprehensive project management, technical expertise for complex environments, or simply want to ensure your migration stays on schedule and within budget, Lume Strategies provides the strategic guidance and hands-on support to make your transition successful.
Contact Tom Gilmore today to discuss how we can customize this roadmap to fit your organization’s specific needs and timeline.
gilmoret@lumestrategies.com | 716-559-1413
To download the comprehensive Microsoft 11 checklist, please complete the form below.