August 18, 2026

If your office is still running Windows 10, you're about to feel some pressure. Microsoft has started pulling back features in Microsoft 365 and OneDrive for Windows 10 machines. We're not talking about a distant deadline warning. This is happening now, and it's going to get worse over the next several months.
The short version: Microsoft wants everyone on Windows 11, and they're willing to make your current setup less functional to get you there.
Microsoft 365 apps like Word, Excel, and Outlook are expected to keep running on Windows 10 for a while, but Microsoft has already signaled that certain features, OneDrive sync improvements, and Copilot integrations will be Windows 11 only. If you're a business paying for Microsoft 365 Business Standard or higher, you're paying for a product that's starting to deliver less on older hardware.
OneDrive is a real concern. A lot of small businesses use it as their de facto file server. If sync reliability or new features get restricted on Windows 10, that's not a minor annoyance. That's a workflow problem.
Windows 10 also hits end of support in October 2025. After that, no more security patches unless you pay for Extended Security Updates, which Microsoft prices in a way that makes upgrading look a lot smarter by comparison.
I get it. Upgrading 15 or 20 machines is not something you just pencil in for a Tuesday afternoon. There's the hardware question, the compatibility question, and the "we can't afford downtime" question.
Some businesses are also running older software, maybe a vertical-specific app for accounting or inventory, that the vendor hasn't certified on Windows 11 yet. That's a legitimate blocker. But it's a blocker you need to be actively working around, not ignoring.
Hardware is the other sticking point. Windows 11 requires TPM 2.0 and a compatible processor. Machines from 2017 or earlier often don't qualify. So for some businesses, this isn't just a software upgrade, it's a hardware refresh conversation too.
First, run a hardware compatibility check. Microsoft's PC Health Check tool will tell you which machines can run Windows 11 and which can't. Do this across every device in your office, not just the ones you think are old. You might be surprised either way.
Second, make a list of any software your team depends on daily. Check with each vendor whether their product is certified for Windows 11. Most major software is fine at this point, but specialty tools sometimes lag.
Third, start budgeting. If you have 10 machines and 4 of them can't run Windows 11, you're looking at replacing those 4 before October 2025. Spreading that cost over the next two or three quarters is a lot easier than doing it all at once in September.
If you're using Intune or Microsoft Endpoint Manager to manage devices, you can use Windows Update for Business policies to stage the rollout across your organization without disrupting everyone at once. This is the right way to do it for any business with more than 5 or 6 users.
The businesses that get hurt in situations like this are the ones that wait until a feature stops working or a security patch doesn't arrive. By then you're scrambling, and scrambling is expensive.
If you upgrade on your own timeline, you control the process. If Microsoft forces your hand by cutting off functionality, you're reacting under pressure with less flexibility on cost and timing.
October 2025 sounds far away. It's not. If you have 20 machines to assess, test, and migrate, you want to start that process no later than Q1 2025 to give yourself room to handle surprises.
If you'd like help auditing your current hardware and mapping out a Windows 11 migration plan, Exine works with small and mid-size businesses across New Jersey and New York City on exactly this kind of project.