Windows 10 End of Support: What’s Your Next Move?

Written by: Steve Fry - Virtual Chief Information Officer

Windows 10 End of Support is approaching faster than many realize, with the official end of life date set for October 14, 2025.

While this may seem distant, for any organization or any individual still relying on Windows 10, the time to start planning is now.

Why This Matters

When Microsoft support for Windows 10 ends, it won’t just mean an end to feature updates. It will also mark the end of security patches, leaving systems vulnerable to new threats. The cost of maintaining outdated technology almost always far outweighs the investment in upgrading. Not just an IT concern—it’s a business continuity issue.

Your Primary Windows 10 Options

There are four recommended paths you can take—and an additional ‘option’ of no action is possible but should not be considered—as you look forward.

1. Upgrade to Windows 11

Upgrading to Windows 11 is the most straightforward path for organizations already embedded in the Microsoft ecosystem. Windows 11 isn’t just an iteration of Windows 10; it’s a significant leap forward in terms of security, user experience, and functionality. Here’s what you need to consider:

Enhanced Security: Windows 11 offers several security improvements, including hardware-based security features like TPM 2.0 and Secure Boot. These advancements make it more resistant to modern cyber threats, helping to protect your data.
Improved User Experience: With a fresh, modern interface and productivity enhancements, Windows 11 is designed to meet the needs of today’s workforce. Features like Snap Layouts and Virtual Desktops allow for more efficient multitasking and organization.
Compatibility and Legacy Applications: Before upgrading, check to see that your critical applications are compatible with Windows 11. Microsoft has provided extensive tools to help organizations test and validate their software, but this step is crucial to avoid disruptions.
Hardware Considerations: Not all current Windows 10 devices are eligible for Windows 11. Devices must meet specific hardware requirements. An upgrade might require new hardware investments, but it also offers the chance to modernize your fleet with improved and optimized devices.

2. Explore Linux or Other Alternatives

For some organizations, particularly those with specific use cases or a desire to reduce dependency on Microsoft, exploring Linux or other operating systems might be a viable option.

Cost-Effectiveness: Linux is open-source and free, offering significant cost savings compared to licensed operating systems. This can be particularly appealing for organizations operating on tight budgets or looking to minimize ongoing software expenses.
Customization and Control: Linux offers a high degree of customization, allowing organizations to tailor the OS to their specific needs. For organizations with skilled IT staff, this control can lead to a more secure and optimized computing environment.
Software Compatibility: The primary challenge with switching to Linux is ensuring compatibility with your existing software and workflows. While many enterprise applications are available for Linux, some critical tools may not be, requiring either workarounds or a hybrid approach.
Support and Maintenance: Unlike Windows, Linux doesn’t have a single vendor providing support, which can be both an advantage and a challenge. Organizations will need to evaluate whether they have the in-house expertise to manage a Linux environment or if they need to invest in third-party support services.

There is also the option of switching to Apple products, which offers unique advantages and potential drawbacks. Apple is known for its seamless user experience and strong integration across devices—and for organizations with a focus on creative work or mobile-first applications, Apple may offer a better experience.

Additionally, Apple strongly emphasizes security and privacy and has a tightly controlled ecosystem with reliable support and regular updates. However, Apple devices tend to come with a higher price ther price tag compared to other options, and compatibility with some enterprise software can be a concern.

3. Buying Time with Extended Security Updates

If your organization is not ready to make an immediate transition, the Extended Security Updates (ESU) program offer a temporary solution:

Security Coverage: ESU provides critical security updates for up to three years after the end-of-support date. This gives organizations more time to plan and execute their transition without exposing themselves to undue risk.
Cost Considerations: ESU is not free, and the cost increases each year. While this can be a viable stopgap, it’s generally more expensive in the long run than moving to a supported operating system. While final pricing for the Windows 10 ESU program has not been announced, you should expect a significant cost.
Short-Term Solution: ESU should be viewed as a temporary measure. It’s best suited for organizations with complex infrastructures or those in regulated industries where an immediate upgrade isn’t feasible.
Planning for the Future: While ESU buys time, it’s critical to use this period wisely. Engage in strategic planning, evaluate your infrastructure, and develop a clear roadmap for transitioning away from Windows 10.

4. Purchase New PCs with Windows 11

For many organizations, the end of Windows 10 support coincides with aging hardware, making it an ideal time to invest in new devices:

Enhanced Performance: Modern hardware is designed to take full advantage of Windows 11’s features, providing better performance, battery life, and security. For example, spinning disk hard drives were still common in early Windows 10 machines, the change to a modern computer with an SSD and more memory will be a noticeable performance improvement. Upgrading your hardware fleet ensures that your organization stays competitive and efficient.
Long-Term Investment: New hardware purchases come with extended support lifecycles, ensuring that your investment is protected for years to come. This also positions your organization to take advantage of future technological advancements without the need for immediate further upgrades.
Sustainability: Investing in energy-efficient hardware can contribute to your organization’s sustainability goals, reducing energy consumption and costs over time. Many newer devices are built with sustainability in mind, aligning with green IT initiatives.
Employee Satisfaction: Modern, high-performing devices can significantly impact employee satisfaction and productivity. Offering your team the latest tools shows a commitment to their success and helps to retain top talent.

The Non-Option Option: Ride It Out with Windows 10

Finally, there’s the option to do nothing—continue using Windows 10 past its end of life date. However, this comes with significant risks:

Security Vulnerabilities: Once support ends, there will be no more security updates. This leaves your systems exposed to new and evolving threats, making it a prime target for cyberattacks. Attackers love outdated systems, frequently targeting organizations still running them.
Compliance Issues: Many industries have regulations that require up-to-date software. Running an unsupported OS could put your organization out of compliance, leading to potential fines and legal repercussions.
Operational Risks: Without updates, your systems may become increasingly unstable and incompatible with newer software, leading to potential operational disruptions and increased maintenance costs.
Reputation Damage: A breach or system failure due to outdated software could damage your organization’s reputation, leading to lost business and trust.

Optimize Your IT Roadmap

As you weigh these options, the end of support for Windows 10 can be more than just a deadline—it can be a catalyst for strategic thinking. Here’s how you can make the most of this transition:

Conduct a Comprehensive IT Audit: Assess your current infrastructure, software, and workflows. Identify what’s working, what needs improvement, and what should be replaced. This audit will inform your strategy and help you make data-driven decisions.

Develop a Clear IT Roadmap: Use the audit findings to create a detailed roadmap that outlines your technology goals, timelines, and resource requirements. This plan should align with your broader business objectives and be flexible enough to adapt to changing circumstances.

Engage Stakeholders Early: Involve key stakeholders in the planning process, from IT and security teams to finance and department heads. Early buy-in will ensure that your strategy is supported across the organization and that you have the resources needed for a successful transition.

Focus on Security: As you upgrade your operating systems or hardware, take the opportunity to strengthen your cybersecurity posture. Implement best practices, such as multi-factor authentication and endpoint protection, to safeguard your organization against threats.

Consider Managed Services: If managing this transition in-house feels too big of a task, consider partnering with a technology expert. A managed service provider can offer expertise, support, and resources to ensure a smooth transition and ongoing IT management.

Seize the Moment

The end of Windows 10 support isn’t just a challenge; it’s an opportunity to strengthen your organization’s IT infrastructure. By carefully evaluating your options and developing a strategic roadmap, you can turn this transition into an advantage.

The key is to start planning now. The decisions you make today will determine your organization’s resilience, security, and success in the years to come.

Let HBS help maintain, secure, and improve your technology. Contact us today.