Microsoft is officially pulling the plug on Windows 10 support on October 14, 2025.
Yes, your computers will still turn on the next day. But here’s the catch: no more free security updates, no more bug fixes, no more technical support. And for businesses in Milwaukee, that means big risks you can’t afford to ignore.
Why This Matters for Your Business
Security risks: No updates means wide-open doors for hackers, malware, and ransomware. Even one outdated device on your network can put your whole business at risk.
Software headaches: The tools you rely on such as accounting systems, industry apps, even Microsoft Office are built for modern operating systems. Running Windows 10 past its end-of-life means sooner or later, something’s going to stop working.
Compliance problems: If your business handles sensitive information (healthcare, finance, legal, or really any client data), outdated systems can put you out of compliance and expose you to fines.
What Are Your Options?
If your PCs can handle Windows 11, the smartest move is to upgrade now. But here’s the catch: not all devices running Windows 10 meet the hardware requirements.
If your computer isn’t compatible, you’ve got a few choices:
- Upgrade your hardware with a new PC that supports Windows 11.
- Buy time with Extended Security Updates (ESU). Microsoft is offering an extra year of paid updates. It’s a temporary fix, not a long-term solution. And honestly? If you’re going to spend that money anyway, you’re better off putting it toward a proper upgrade or a new device.
- Switch operating systems (like Linux)—though for most small businesses, this isn’t practical.
- Do nothing—but let’s be honest, that’s just leaving the door open for disaster.
And whatever path you choose, back up your data first. Don’t risk losing critical files in the middle of the transition.
Extended Security Updates: A Band-Aid, Not a Cure
Microsoft is letting Windows 10 users pay for Extended Security Updates—about $30 per device, per year. Or you can redeem reward points. There’s even a free option, but it requires enabling Windows Backup and syncing your data with OneDrive (and buying more storage if you need it).
Here’s the key: this only buys you one extra year. It’s not a long-term solution. After that one year, you’ll have to do upgrade.
What Milwaukee Businesses Should Do Next
This transition doesn’t have to be overwhelming. A solid IT support partner can:
- Inventory your devices and flag which ones are at risk.
- Build a realistic upgrade plan that avoids downtime and factors in best return on investment for your business.
- Make sure your business-critical apps are ready for Windows 11.
- Handle the data backups so nothing slips through the cracks.
At PC LAN Services, we’ve been helping Milwaukee small businesses make smooth transitions for more than 15 years. We know the local business landscape, and we’ll help you plan this upgrade without the headaches or the risks.
Free Network Assessment
Not sure where to start? Schedule a FREE Network Assessment. We’ll walk you through your options, flag vulnerabilities, and give you a clear upgrade path.
Click here to schedule your assessment today.