CIOPages · Trench Notes

Trench Notes

Practical pages for CIOs and technology leaders on the jobs they have to get through, with answers from practitioners added as they are reviewed.

Infrastructure

Planning for Windows Server 2016 end of support

Windows Server 2016 leaves Extended Support on January 12, 2027. The options for each server, the order of the work, what Extended Security Updates do and do not cover.

Published October 19, 2026