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As Windows 10 end-of-support looms, IT faces a painful choice

Computerworld Monday, 14 July 2025 ()
Back in 1933, US President Franklin D. Roosevelt told the country, “The only thing we have to fear is fear itself.” Those were inspiring words for a nation in the throes of the Great Depression — but terrible advice for an IT executive struggling to decide whether to upgrade to Windows 11 by October, when Windows 10 is due to reach end of support.

For IT leaders, there is much to fear. How much of their current hardware is compatible with Windows 11? Far more critically, what about operational technology devices that manage industrial processes, on-prem legacy apps (including tons of homegrown code), and the unknown numbers of applets that IT doesn’t know about?

That “unknown” list includes inherited apps from the company’s last 50 acquisitions, as well as shadow apps that business units never bothered to report to corporate. 

At the same time, there is a noticeable lack of enthusiasm among IT leaders for making the upgrade at all, given the perception that Windows 11 simply doesn’t offer much in terms of materially new or better functionality. 

The decision is being forced, because Microsoft says that it will not add new capabilities or provide security patches for Windows 10 for corporate customers after October 14, 2025 — unless they enroll in the
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