Let me tell you a story. It starts like most horror stories do—with a false sense of security.

I sat down recently with the CEO of a well-run, 250-person company. Smart guy. Good business. Solid MSP. We talked shop: headcount, operations, what I do for a living (always a fun one to explain), and how they handled IT.

Everything seemed buttoned up.

Until I asked one question:

“What’s your plan for the Windows 11 upgrade?”

His response?

“What upgrade?”

Cue the horror soundtrack.

Because here’s the thing—Windows 10 hits end of support in October 2025. That might sound like a long time from now. But if your MSP hasn’t even mentioned it yet, you’re behind. Way behind.

And this isn’t a simple click-and-upgrade kind of thing.

Here’s what makes Windows 11 a logistical landmine:

  • TPM 2.0 Requirements – If your machines don’t have Trusted Platform Module 2.0 (and many don’t), you’re stuck.
  • Secure Boot – Another requirement that rules out a surprising amount of older hardware.
  • Processor Compatibility – If it doesn’t say Intel 8th Gen or AMD Zen 2 or better, it’s toast.
  • Memory & Storage – Windows 11 wants 64GB of space and 4GB of RAM. Minimum. You’ve got less? Start digging graves for old laptops.

Bottom line: Your “5-year replacement cycle”? That just went out the window.

So what happens when your team hits that upgrade deadline and half your gear won’t cooperate?

  • You scramble.
  • You overspend.
  • You miss deadlines.
  • And guess what? Your MSP is “so surprised” because “we hadn’t really thought about it yet.

And that’s how you end up holding the bag.

Here’s how to avoid getting ambushed:

Start planning now.

Find out which machines can be upgraded and which are headed for the recycling bin.

Inventory your printers, scanners, and other devices too—some of them won’t play nice with Windows 11 either.

Or, better yet…

Let us do the dirty work.

Our team can run a full assessment of your environment—hardware, software, peripherals, everything.

You’ll know exactly what needs to be replaced, what can be upgraded, and what’s going to explode when Windows 11 hits.

Schedule your cyber liability analysis today.

Because this isn’t just about upgrades. It’s about being ready.

And it’s exactly the kind of stuff we help detect before it becomes your next emergency.

Want to be the CFO or CEO who saw it coming? Or the one who has to explain why 200 employees can’t log in?

Your call.