Flamingo Blog.

Windows 10 ESU in Year 2: What Extended Security Updates Cost and How IT Teams Enroll a Fleet

What Windows 10 ESU costs in Year 2 for business, education and home PCs, which cloud PCs and VMs get it at no extra cost, and how to enroll, switch and verify a fleet with slmgr.

Legacy System: What It Is, Why Businesses Keep One and How IT Teams Contain and Migrate It

What a legacy system is, why businesses keep running unsupported technology, the risks after Windows 10 end of support, and how IT teams and MSPs contain, monitor and migrate legacy systems, with 2025-2026 data from GAO, Ensono and StatCounter.

Windows 10 End of Life, One Year On: What Still Gets Updates and How IT Teams Finish the Move

Where Windows 10 stands in November 2026: current end dates for every edition, ESU program and app channel, ESU cost per device by purchase year, how to list every Windows 10 device by build number, and how to upgrade the rest to Windows 11 25H2 or 26H2.

Windows Server 2012 R2 End of Life: Options Now (and Server 2016 Next)

Windows Server 2012 R2 extended support ended in October 2023 and the last paid ESU year ended on October 13, 2026, in Azure too. The upgrade paths that still work, why to skip Server 2016, how to move WSUS off 2012 R2, and how to isolate servers that can't move yet.