Let’s be real: October 14, 2025 might feel far away, but in tech time? That’s tomorrow. On that date, Microsoft will officially end support for Windows 10.
If your team is still running projects, payroll, or vendor portals on Windows 10 after that day, here’s the hard truth: your PCs will still work—but they won’t be safe, supported, or compliant.
Why This Should Be on Your Radar
For IT Directors:
- Security risks: No more patches means hackers have a field day. Malware, ransomware, and phishing campaigns will target unprotected systems.
- Compatibility headaches: Project management apps, accounting software, and even cloud platforms will eventually stop supporting Windows 10.
- Operational stress: Managing a mix of old and new systems adds complexity—and complexity = risk.
For CFOs:
- Compliance exposure: Outdated systems can trigger audit failures, penalties, or lost contracts.
- Hidden costs: Band-aid fixes like Extended Security Updates (ESUs) aren’t free forever. They’re a stopgap, not a strategy.
- Capital planning: New hardware and licensing costs are coming. The earlier you budget, the less painful it will be.
What Are Your Options?
- Upgrade to Windows 11
Smooth if your hardware qualifies. But be ready: many older PCs won’t meet Microsoft’s new requirements. - Replace Non-Compatible PCs
Yes, it’s an investment. But modern machines mean better performance, longer lifespans, and less downtime. - Extended Security Updates (ESU)
Think of this as a one-year life jacket. For $30 per device (or via OneDrive backup), you can buy a little time. But after that, the safety net is gone. - Do Nothing (Not Recommended)
This leaves your firm vulnerable to cyberattacks, compliance fines, and operational disruption. The “hope and pray” strategy is not a strategy.
How to Get Ahead
- Audit your devices now. Which ones are compatible with Windows 11? Which ones aren’t?
- Back up your data. Always. Before migrations, upgrades, or replacements.
- Loop in your MSP early. Planning ahead means fewer surprises, smoother rollouts, and predictable budgeting.
The Bottom Line
IT Directors, you’ve got enough on your plate balancing legacy systems, mobile field needs, and cybersecurity. And CFOs—you don’t need last-minute capital expenses wrecking your budget.
The smart move is to start planning now.
👉 Want a clear roadmap for upgrading without disrupting projects or blowing the budget? Book a FREE 10-minute Discovery Call with our team. We’ll help you figure out what to replace, what to upgrade, and how to keep your firm secure through the transition.
Because October 2025 will be here before you know it. Let’s make sure you’re ready.
—
Preston Borchelt, President/CEO
Turning tech talk into real-world relief for construction leaders