10/14/2026
Heads up for any business running Windows computers — Microsoft just set a hard deadline that is worth knowing about now rather than later.
Devices running older or unsupported versions of Windows will permanently stop receiving security updates after May and June 2027, when Microsoft rotates the certificates that power Windows Update. Once that happens, there is no way for those machines to receive patches without upgrading the operating system first.
A lot of businesses keep older computers running because they still get the job done. But after mid-2027, an unpatched machine is not just an old computer — it is a permanently exposed door into your network.
The fix is straightforward: find out what Windows versions are running on your devices and make a plan to upgrade anything that will not make the cut. The deadline is about 18 months away, which sounds like plenty of time until you factor in procurement, migration, and testing.
Not sure where your devices stand? That is what we are here for.
Full details in this week’s blog — link in the comments. Share this with a business owner who might have older Windows machines on their network.