With the end-of-support date for Windows 10 set for October 14, 2025, it's crucial for businesses to start planning budgeting for their Windows 11 upgrade now. This significant project will impact every user in your organization, so marking your calendars a year in advance is a smart move. 

In this blog, we'll take a deep dive into all things Windows 11, including benefits, upgrade strategies, budget considerations, and much more. Begin your preparations today to ensure a smooth transition and avoid any disruptions.

A Proven Track Record

Since its release in 2015, Windows 10 has proven to be a reliable and robust operating system. It has offered businesses a stable and secure platform, capable of supporting a wide range of applications and hardware.  

Microsoft's consistent delivery of improvements in security, performance, and user experience has established a strong track record with modern operating systems. With this confidence, transitioning to Windows 11 promises even greater benefits.

While Windows 11 has been out for a while and many companies are successfully using it, we still see Windows 10 active in just about every network we assess. Can you believe that Windows 10 will turn 10 next year, and that Microsoft will celebrate its 50th anniversary?

Top Benefits of Upgrading to Windows 11

Upgrading to Windows 11 brings a host of advantages that can significantly enhance your business, including:

1. Enhanced Security

Windows 11 offers advanced security features like hardware-based isolation, encryption, and malware protection to keep your company’s data secure.

2. Improved Productivity

With a more intuitive interface, better multitasking capabilities, and seamless integration with Microsoft Teams, Windows 11 can significantly boost employee productivity, whether in the office or remote.

3. Streamlined User Experience

The sleek, modern design with a centered start menu, rounded corners, and new animations makes navigation more intuitive and user-friendly.

4. Enhanced Multitasking

Features like Snap Layouts and Snap Groups help users organize open windows and switch between tasks more efficiently. Improved virtual desktops offer more flexibility and customization.

5. Backward Compatibility

Windows 11 supports legacy applications, ensuring your existing software continues to function smoothly, protecting your investments and reducing operational disruptions during the transition.

Risks of Running Windows 10 Too Long

As the clock ticks down to the end-of-support date for Windows 10, businesses must address several emerging risks. Are you prepared for what's coming? 

Security Vulnerabilities: Without security updates, systems running Windows 10 will become increasingly susceptible to cyber threats. 

Compatibility Issues: New software and hardware may not be fully compatible with Windows 10, potentially causing operational disruptions. 

Penetration and Vulnerability Testing: After the end-of-support date, penetration and vulnerability tests will flag Windows 10 machines as security risks. This could lead to compliance issues and increased vulnerability to attacks. Addressing these risks before they become problematic is crucial.

Effective Upgrade Strategies for Windows 11: In-Place, Cascading, and PC Refresh

Ready to make the leap to Windows 11? Check out these upgrade strategies to ensure a smooth and seamless transition. 

First, you can opt for in-place upgrades, which involve upgrading your existing machines to Windows 11 without replacing the hardware. This approach minimizes costs and reduces downtime.  

Another strategy is cascading machines, where you reallocate newer machines to critical roles and assign older machines to less demanding tasks. This method optimizes resource utilization.  

Lastly, implementing a PC refresh cycle in your upgrade plan ensures that all employees have access to the latest technology, thereby improving overall efficiency.

Budgeting for Your Windows 11 Upgrade 

To ensure a smooth transition to Windows 11, it's essential to include the planning and execution of your upgrade in your 2025 budget. Don't let unexpected costs catch you off guard – plan ahead and include these key items in your budget.

Planning and Assessment 

Allocate funds for a thorough assessment of your current infrastructure and detailed planning for the upgrade process.

M365 License Upgrades 

Ensure your Microsoft 365 licenses are up-to-date to take full advantage of Windows 11 features. For those on Microsoft 365 Business Premium, this includes: 

  • Advanced Security: Enhanced threat protection with Microsoft Defender for Office 365, and data loss prevention policies.
  • Device Management: Comprehensive device management capabilities with Intune, ensuring all devices are secure and compliant.
  • Collaboration Tools: Access to advanced collaboration tools like Microsoft Teams, SharePoint, and OneDrive, which are fully integrated with Windows 11.
  • Productivity Enhancements: Features like Microsoft Bookings, which streamline scheduling and customer management.

Training and Support

Include costs for employee training and ongoing support to ensure a smooth transition. 

Software Compatibility Testing

Allocate resources for testing and ensuring compatibility of all critical software with Windows 11.

Accessory Planning

To keep costs from ballooning, it’s important to plan for all necessary accessories: 

  • Monitors: Ensure that your current monitors are well understood to choose PCs or cascade PCs that have the right ports, minimizing spend on adapters and reducing service issues.
  • Docks: Evaluate the need for docking stations to support new laptops or desktops, ensuring they provide the necessary connectivity and power.
  • Peripherals: Budget for any additional peripherals such as keyboards, mice, and webcams that may need upgrading to ensure compatibility and optimal performance.

Tailoring PCs to Meet User Needs

Recognizing that different types of users within your organization have varying requirements for their PCs is crucial.  

For instance, power users, such as developers or designers who run resource-intensive applications, may need high-performance PCs equipped with advanced processors, ample RAM, and dedicated graphics cards.  

On the other hand, standard users, who primarily use office applications and web-based tools, can benefit from mid-range PCs that offer a balance of performance and cost-efficiency.  

Additionally, mobile users, who frequently work remotely or travel, may require lightweight, portable laptops with long battery life and robust connectivity options. By tailoring PCs to meet these specific needs, you can ensure that all employees have the right tools to perform their tasks efficiently.

Finalize Your Modern Workplace Project

This upgrade is also an excellent opportunity to complete your modern workplace project. By moving your workstations from Domain-joined or Hybrid Azure AD-joined to Entra ID-joined (formerly Azure AD-joined), you can boost security, simplify management, and create a smoother user experience. For more details, check out Microsoft's documentation on Entra ID.

Loffler’s Expertise

At Loffler, we are equipped to handle every phase of your Windows 11 upgrade project. From pre-planning for budgeting and M365 preparation for Intune/Autopilot to workstation selection, sales, implementation, and recycling of retiring machines, we've got you covered.  

Our advanced tools allow us to efficiently assess the compatibility of your current fleet with Windows 11 while respecting your existing investments. Additionally, we can conduct a small project to evaluate your readiness for Intune, Autopilot, and other essential tools. 

By planning and budgeting for your Windows 11 upgrade now, you can ensure a smooth transition, reduce business risk, and position your company for future success. Let’s make 2025 the year of seamless innovation and enhanced productivity – contact us today!

Read Next: Transforming for Growth: Don't Forget Your IT Strategy

Nick Johnson

Nick Johnson is the Practice Manager of Professional IT Services at Loffler Companies.

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