Windows 10 End of Support: The 2025 Planning Guide

Archive context: This planning guide was published before Windows 10 support ended on October 14, 2025. Read our Windows 10 support and upgrade guide before making a current decision.

If you’re a business owner in North Canton, Akron, or anywhere in Stark County, and you’re still using Windows 10, now’s the time to start planning your next move. Microsoft is ending support for it on October 14, 2025, which means no more security updates, no more bug fixes, and no more help if something goes wrong.

It might seem like you’ve got plenty of time, but waiting too long could create unnecessary headaches and risks for your team.

Why This Matters

Without updates, your systems become more vulnerable to cyber attacks. Hackers specifically look for outdated software because they know it’s easier to break into. Once support ends, Windows 10 becomes a wide-open door to potential threats.

For small and mid-sized businesses, that can be especially risky. Downtime, lost data, fines, and damaged customer trust are just a few of the things that can follow a major security incident.

Can’t We Just Stick with Windows 10?

Technically, yes. But it’s not a good idea. Microsoft does offer Extended Security Updates (ESU), but they come at a steep cost - $61 per device in year one, then it doubles each year after that. Over three years, you could be spending $427 per device just to hang onto something that’s already out of date.

Why Windows 11 Is the Better Choice

If your computers are compatible, you can upgrade to Windows 11 for free. It’s faster, more secure, and designed to help your business run more efficiently.

You’ll get better tools for multitasking, stronger built-in security, and even AI features like Microsoft Copilot that can help you work smarter. Plus, Microsoft Teams is built right into the taskbar, making collaboration easier for remote or hybrid teams.

What Should You Do Now?

Start by checking your current computers. Use Microsoft’s PC Health Check tool to see if they’re ready for Windows 11. If they’re not, some might just need a small upgrade like adding more memory or enabling a setting. Others might need to be replaced, especially if they’re over five years old.

It’s also a good idea to:

• Back up your important data

• Make sure your key software will work on Windows 11

• Plan the timing so it doesn’t interfere with busy periods

• Train your team so the new system feels familiar from day one

If you’re not already using a cloud-based backup platform, we can help you get set up with a secure cloud backup solution to protect your critical business data.

Need a Hand?

We know how overwhelming this kind of upgrade can feel. That’s why we’re here to help. Our Managed IT Services team can guide you through the upgrade process, ensure your systems are protected, and handle the rollout from start to finish - without unnecessary downtime or stress.

Let’s get ahead of the deadline and make this upgrade easy. Contact us today to start planning your Windows 11 migration.

Want to dive deeper into the risks and roadmap? Download our free guide:
📘 The Clock’s Ticking for Windows 10 – Are You Ready? (PDF)

Want to explore more ways to keep your business tech up to date? Check out our latest blog posts for practical tips and insights.

f you want the upgrade handled smoothly, with minimal downtime and zero surprises, reach out and let’s talk about a plan that works for your team.

📞 330-353-8420
📧 info@cybershift.com
🌐 www.cybershift.com

Let’s get ahead of the deadline and make this upgrade easy.