Windows 10 End of Support: Checklist for SMBs Before 2026

On October 14 2025, the world officially reached Windows 10 end of support. For those who haven’t immediately made the switch, it may seem as though little has changed – but that couldn’t be further from the truth. The reality is that if you still rely on this now-outdated software, your business is in danger.

But why? What makes end of life in Windows 10 so dangerous? What does this mean for your business – and most importantly, what should you be doing, as 2026 approaches, to set yourself up for success?

What Does “Windows 10 End of Support” Actually Mean?

Windows 10 end of support (also known as Windows 10 EOL, or “End of life”) refers to the period after which Microsoft will no longer actively update the platform. Instead, all available resources have been shifted towards their newer operating system, Windows 11. This includes security patches, technical support, and bug fixes.

Your machines will not suddenly stop working, and your existing Windows 10 license will not be taken away from you. However, there will be no further improvements to the current system. It will essentially be left in stasis – and this can result in harsher consequences than you might expect.

The Consequences of Sticking With Windows 10

The above description may make it sound like you have nothing to worry about. After all, you have likely been using Windows 10 without any serious problems up until now. What could be the harm in waiting a little longer?

Unfortunately, end of support for Windows 10 carries a few significant risks that could endanger your business:

  • Cyber Threats: No more updates also means that you won’t receive important security patches. Any existing or emerging vulnerabilities will no longer be addressed, putting you at a greater risk of cyber-attacks as time passes.
  • Outages: Next time you experience an issue while using Windows 10, you may find it very difficult to receive support through Microsoft’s official channels. Windows 10 will also become increasingly unstable, and at some point may be fundamentally incompatible with other software. All this will result in frequent downtime.
  • Compliance Issues: Some regulations and frameworks require regular operating system updates. By continuing to use a legacy platform, you risk non-compliance, audits, and possibly fines.
  • Inefficiencies: Older programs run more slowly, and Windows 10 is no exception. Small inefficiencies will creep in over time that won’t be immediately noticeable, but could have a significant impact on productivity within a year or two.

Each of these will only compound over time. The best way to avoid them is by upgrading.

Prepare your IT budget for 2026

Windows 10 End of Life Checklist

Here are the actions you should take to effectively plan for 2026:

1. Identify Your Windows 10 Devices

Audit your environment to determine how many machines are still running Windows 10. Take note of their specs, as this may influence your strategy. Then, identify any possible issues that could arise from continuing to use Windows 10 – for instance, is particularly sensitive data stored locally on this device?

2. Assess Compatibility

Determine whether your endpoints and critical workflows are currently compatible with Windows 11. You may own legacy systems that cannot easily be switched to the new platform. Document these, along with the reason they will be difficult to upgrade.

3. Create a Plan

Work closely with your IT support partner (if applicable) or in-house team to develop an upgrade plan. Take into account required timelines, resources, and budget. Remember that you may first need to purchase new hardware or software, depending on your existing infrastructure’s compatibility. The sooner you begin planning, the more options you will have.

4. Secure Your Data

Any time you switch or reinstall an operating system, all data within it will be erased. The transition itself could also put you at risk of cyber-attacks. For these reasons, take a moment to backup and encrypt all data before the upgrade process begins. Develop and test your restoration process ahead of time, to identify any possible issues.

5. Perform the Upgrade

Once all is ready, perform the upgrade quickly, efficiently, and with minimal disruption. There are a few ways of accomplishing this. For example, you may choose to upgrade all Windows 10 PCs after hours, when they are not in use. The exact method you choose will depend on your unique infrastructure.

6. Train Your Team

Each new version of Windows is significantly different to its predecessor, and will require an adjustment period. Provide additional training and support for employees during this time, so they can get used to the new system without disrupting productivity.

Read more: What is an IT Strategy and Why Do You Need One?

What if My Business Isn’t Ready to Upgrade?

The best choice is always upgrading early. This will help you prevent cyber-attacks, continue receiving feature updates, and ensure continuity. However, it may not be possible for you at this moment in time. Maybe you need time to purchase new devices, for instance. In this situation, there is one more option available.

The Extended Security Updates (ESU) program is designed to help businesses in this position continue to use Windows 10 without fearing an impending data breach. This solution allows you to continue receiving important security updates for a longer period of time. However, it’s important to note that there are downsides:

  • The Extended Security Updates program is a yearly subscription, without the option to pay for smaller increments of time.
  • You will not receive bug fixes, new features, or general quality-of-life updates.
  • All Windows 10 IT support has ended, including that for ESU program users.

If you choose to take this path, be aware that it is intended as a temporary fix and not a long-term alternative.

Turn End of Life into a New Beginning for Your Business

End of support in Windows 10 is stressful, especially if you’re one of those caught unawares. But it doesn’t need to result in chaos and disruption. By planning ahead now, considering your options, and determining the best path forwards, you can enter 2026 confident in your ability to handle any challenge that awaits you.

Technological advancement isn’t just a deadline you need to keep. It’s an opportunity to refresh your IT strategy and strengthen your position within the market. Don’t believe us? Discover why it’s crucial for SMBs to stay on top of modern tech trends.

FAQs

When Was Windows 10 EOL?

End of life for Win 10 was on the 14th of October, 2025. This means the platform no longer receives updates, patches, or support.

If you don’t upgrade, you will not suffer any immediate negative consequences. However, as time passes, you will be at a greater risk of data breaches, downtime, and productivity loss.

No, you will not be able to make a purchase after Win 10 end of support. It has been removed from sale on all platforms, and new devices will come pre-packaged with Windows 11.

There is always a learning curve when transitioning from one operating system to another. While most of Windows 11 should be fairly intuitive, additional training and support is always a good idea.

If some of your hardware is not compatible with Windows 11, then it may need to be replaced. The Extended Security Update program can provide you with an emergency safety net, if needed, while you plan for this.