Act Now: Windows 10 Support is Ending

As Microsoft prepares to end support for Windows 10 on October 14, 2025, businesses and individuals relying on the operating system face a pivotal decision. While your Windows 10 systems will continue to function, the absence of security updates, bug fixes, and technical assistance will create vulnerabilities and operational challenges.

Businesses in Chicago need to begin transitioning to Windows 11 to stay ahead in the city’s competitive and dynamic business environment. This guide highlights the benefits of upgrading, explains why making the switch is essential, and provides actionable steps to ensure a smooth migration, keeping your company secure, efficient, and ready for the future.

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The Risks of Staying on Windows 10

When support for Windows 10 ends, so will Microsoft’s commitment to keeping the system secure and up to date. Here’s what that means for you:

1. Increased Cybersecurity Risks
   Without security patches, your systems will become easy targets for cybercriminals. Hackers are known to exploit outdated systems, which are more vulnerable to ransomware, malware, and data breaches. If your business handles sensitive customer data or financial records, the risk is even greater.
2. Software Compatibility Issues
   As new applications and software updates are developed, they will be optimized for Windows 11 and beyond. This could render some of your essential tools incompatible, leading to slower workflows and even complete system failures.
3. No Technical Support
   If you encounter issues with Windows 10 after the end-of-support date, Microsoft will no longer provide assistance. This could result in expensive downtime and increased IT costs.

For those who need more time to transition, Microsoft is offering an Extended Security Updates (ESU) program for both organizations and consumers. Individuals can opt for a one-year ESU for $30, while businesses can enroll for up to three years. However, this is only a temporary solution and comes with additional costs.

Why Upgrade to Windows 11?

Microsoft designed Windows 11 to address the challenges of modern computing. With advanced security features, streamlined performance, and productivity-enhancing tools, upgrading offers a host of benefits:

1. Enhanced Security

Windows 11 introduces cutting-edge security measures like TPM 2.0, virtualization-based security, and Smart App Control to block untrusted applications automatically. Businesses will see a 62% reduction in security incidents on Windows 11 devices compared to Windows 10, thanks to features like the Microsoft Pluton Security Processor and Secured-core PC capabilities.

2. Improved Productivity

Windows 11 makes multitasking easier with features like Snap Layouts and Multiple Desktops, which allow you to organize your workspace efficiently. Integrated Microsoft Teams in the taskbar simplifies collaboration, while Windows Copilot, an AI-powered assistant, automates tasks and enhances creativity.

3. Streamlined Interface

With its modernized Start menu and taskbar, Windows 11 offers a more intuitive and user-friendly experience while maintaining familiarity for Windows 10 users.

4. Environmental Sustainability

Windows 11 includes energy-saving features and supports carbon-aware updates, aligning with modern environmental priorities.

5. Built-in Accessibility

Windows 11 is the most inclusive version of Windows yet, with features like customizable contrast themes, responsive assistive technology, and closed-captioning improvements.

Is Your Hardware Ready for Windows 11?

Not all devices running Windows 10 are eligible for a free upgrade to Windows 11 due to stricter system requirements. To check if your current hardware is compatible:

• Use the PC Health Check Tool provided by Microsoft.
• Ensure your system meets key requirements like TPM 2.0, adequate processing power, and sufficient memory and storage.

If your devices don’t meet the requirements, it may be time to invest in newer hardware. Copilot+ PCs, for example, offer up to 5x faster performance than older devices, making them a worthwhile investment for long-term security and efficiency.

Steps to Plan Your Upgrade

A smooth transition to Windows 11 requires careful planning. Here’s how to get started:

1. Back Up Your Data

Before upgrading, ensure all critical business files, customer data, and software settings are securely backed up. Use cloud storage solutions like OneDrive for added convenience and real-time syncing.

2. Check Hardware Compatibility

Use Microsoft’s PC Health Check Tool to verify your device’s compatibility. For newer machines, minor upgrades like adding more memory may suffice. Older devices might require a complete replacement.

3. Test Critical Applications

If your business relies on specific software, test it on a Windows 11 device to ensure compatibility. Microsoft’s App Assure program can help resolve any issues with custom or third-party applications.

4. Create a Timeline

Schedule your migration during a quiet period to minimize disruptions. If you manage a large team, consider a phased rollout to ensure continuity of operations.

5. Communicate with Your Team

Keep employees informed about the upgrade process and provide training on new features like Snap Layouts, Teams integration, and Windows Copilot to help them adapt quickly.

6. Leverage Trade-In Programs

Take advantage of trade-in and recycling programs offered by Microsoft and its partners to offset the cost of new devices.

Benefits of Acting Early

By upgrading to Windows 11 now, you can:

• Avoid Security Risks: Protect your business from potential data breaches and cyberattacks.
• Ensure Business Continuity: Maintain access to compatible software and tools.
• Improve Efficiency: Enjoy faster performance and better productivity with Windows 11’s features.
• Save Costs Long-Term: Modern devices are more energy-efficient, reducing operational costs.

What About Extended Security Updates (ESU)?

For those who need more time, Microsoft’s ESU program is a temporary solution that provides critical security updates for Windows 10 users. This option is ideal for businesses or individuals who need to upgrade in stages but comes with additional costs. Remember, ESUs do not include new features or technical support, making it crucial to transition sooner rather than later.

How Microsoft Supports the Transition

Microsoft has developed several tools to make the upgrade process as seamless as possible:

1. Windows Backup Tool: Safely transfers files, settings, and applications from Windows 10 to Windows 11.
2. OneDrive Enhancements: Includes offline file access and improved file management for Microsoft 365 users.
3. Help Me Choose Tool: Guides users in selecting the right Windows 11 PC for their needs.
4. Forrester EOS Calculator: Helps businesses estimate costs and savings associated with upgrading.
5. App Assure Program: Ensures app compatibility for organizations migrating to Windows 11.

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The end of Windows 10 support in October 2025 is a significant milestone. By starting your migration to Windows 11 now, you can avoid last-minute scrambles, protect your business from security threats, and unlock the benefits of a modern operating system.

Whether you’re ready to upgrade your current systems or invest in new hardware, taking proactive steps today will set your business up for long-term success. If you need assistance planning your transition, we’re here to help with expert guidance and support.

Don’t wait—act now to secure your future with Windows 11.