Windows 7 end-of-life nag messages will start showing up next month

As the end of Windows 7’s free extended support period nears, Microsoft is going to do more to tell Windows 7 users that their operating system will soon cease receiving security updates.

Starting next month, the operating system will show users a “courtesy reminder” to tell them that security updates will cease and that Windows 10 (and hardware to run it on) exists.

Microsoft promises that the message will only appear a “handful of times” during 2019 and that there will be a “do not notify me again” checkbox that will definitely suppress any future messages.

For those organizations that intended to keep using Windows 7 beyond its January 14, 2020 cut-off date, Microsoft has up to three years of paid fixes through its new Extended Security Update (ESU) scheme. These will be available to any organization with a volume license and will have a ratcheting cost structure that doubles the price each year.

And as a sweetener for its new Virtual Desktop service, Azure-hosted Windows 7 virtual machines used for virtual desktop infrastructure deployments will have access to all three years of ESU patches for no additional cost.