October 14, 2025. That’s the date Windows 10 joins the graveyard of obsolete operating systems. No patches. No updates. No support. And if your clients are still using it after that? They’re not just behind—they’re exposed. And when it all falls apart, guess who’s catching the blame? 

You. 

Unless you take control now. 

Windows 11 Isn’t an Upgrade. It’s a Line in the Sand. 

This isn’t just a software update. This is Microsoft slamming the door shut on legacy systems. Windows 11 comes with strict hardware requirements: 

  • TPM 2.0 chip
  • Secure Boot
  • UEFI firmware
  • Approved CPU generations

That means older machines—especially those “still working fine” laptops and desktops your clients love to cling to—are likely dead weight. And don’t forget the hidden landmines: printers, scanners, and other peripherals that depend on legacy drivers. Those won’t make the leap to Windows 11 gracefully. You’re going to get flooded with tickets when someone’s favorite $300 label printer suddenly goes silent. 

The Insurance Time Bomb No One’s Talking About 

Think you’ve got time? Think again. 

Cyber insurers won’t be waiting with open arms. Most policies require up-to-date, supported software—and Windows 10 won’t qualify after October. 

That unsupported operating system? It just became the perfect excuse to deny a claim. 

So when ransomware hits and investigators trace it back to an outdated machine? No payout. No recourse. Just a string of angry calls. 

And the worst part? It won’t stop with your client. Every exposed record, every impacted customer or partner, becomes a legal liability. And when the attorneys get involved, the complaint or demand letter will spell it out in black and white—you left unsupported software in the environment. You didn’t act. You failed to protect them. 

And yes, you’ll be the one they call. With their lawyer on the line. 

MSPs: Here’s What You Need to Be Doing Right Now 

You’ve got a tight window to execute: 

  • Audit your clients’ environments for anything still running Windows 10. (By the way we will do this for you as part of our analysis.)
  • Build upgrade plans for hardware that can’t run Windows 11.
  • Review cyber insurance requirements with clients and highlight OS support clauses.
  • Get ahead of procurement delays—hardware shortages will hit hard this fall.
  • Make it clear: unsupported = uninsured = unprotected.

This is your chance to be the hero before your clients become the headline.  

Don’t Wait for the October Panic 

You’ve seen how this plays out. A flurry of last-minute tickets, broken peripherals, security incidents, and angry boardroom calls. 

Start the conversation now. Frame it as what it really is: a threat to business continuity and a massive liability risk. 

Because come October 14? 

If they’re still on Windows 10, they’re out of compliance, out of coverage—and you’re the one they will blame when the event happens.