IT admins warn Microsoft to slow Windows 10 upgrade pace

hand at keyboard with Windows logo

Just 11% agreed that the current twice-a-year cadence is their preference, and an infinitesimal 1% wanted an even quicker tempo.

The results came from a questionnaire circulated last month by Susan Bradley, a computer network and security consultant who moderates the PatchMangement.org mailing list, where IT administrators discuss update tradecraft. Bradley also writes for AskWoody.com, the Windows tip site run by Woody Leonard, a Computerworld blogger.

The questionnaire asked administrators how satisfied they are with Windows’ patching in general and with Windows 10’s specifically (their reply: not very) but also included queries about whether feature upgrades are useful to their businesses and if Windows 10 has met their companies’ needs. Bradley used the responses to support her plea that Microsoft’s top executives address what she and her colleagues believe is an ongoing deterioration in the quality of Microsoft’s monthly patch updates.

But she also raised the issue of the Windows 10 feature upgrades’ release calendar. “If Microsoft is not realizing that (their) enterprise customers are having issues with the timing of the feature updates, then Microsoft is not listening to their enterprise customers,” Bradley said in an email reply to Computerworld‘s questions, referring to the landslide vote for slowing the release cadence.

Commentary by the IT administrators vividly painted the frustration they feel from the feature upgrades’ frequency.

“Most feature updates introduce so many bugs and problems,” said one respondent. “With the current pace of releases of new feature updates, the entire IT department is busy constantly dealing with all the problems that follow, instead of spending time on activities that actually create value for users.”

“At twice per year, you’ve barely got over one before you need to do it all again, leading to the temptation to skip every other update,” asserted another.

“This may come as a shock to Microsoft management, but our bonuses aren’t geared to the matrices that their bonuses are geared to,” said another participant. “We have better things to do with our time than run on the treadmill that is their business cycle.”

Windows 10’s upgrade tempo has gone through several iterations since mid-2015, when the OS debuted. Initially, Microsoft envisioned four upgrades annually. In 2015, it released the first upgrade, labeled 1511 using the company’s now standard yymm format, about three and a half months after the original 1507. But then Microsoft issued just one upgrade in 2016, the mid-year 1607.

Shortly after that, Microsoft announced that it was formalizing a two-times-each-year schedule, with March and September as release targets. Since then, it’s delivered 1703 (April 2017), 1709 (October 2017) and 1803 (April 2018); it appears to be on track to release 1809 next month.

To complicate matters, for a time Microsoft extended support from the usual 18 months to 24 months for Windows 10 Enterprise and Windows 10 Education. Microsoft justified the extension – which ended with version 1803– as necessary because “some customers” asked for more time to migrate from one feature upgrade to another.

With 24 months of support, it was feasible for IT to skip one feature upgrade in any given year. But with the return of 18 months of support, it will again be tough for companies to move all PCs to a supported version before the one currently powering the machines stops receiving patches. That was one reason Gartner Research urged enterprises to pressure Microsoft into making permanent the 24-month support period.