It's 2026, and I'm really curious about what folks are doing with those last holdout Windows 10 systems that just won't quit. Are you opting for Extended Security Updates (ESUs), keeping things isolated and segmented, pushing for hardware refreshes, moving users to Virtual Desktop Infrastructure (VDI), or simply rolling with the risks? What factors are influencing your choices the most: budget constraints, legacy software that refuses to upgrade, users who just don't want to change, or is it about hardware that can't handle Windows 11?
5 Answers
Honestly, it's a mixed bag out there. Most machines are slowly transitioning to Windows 11 during our hardware refresh cycles, but a few older systems are still stumbling along with ESUs or being isolated to keep them running.
We decided to buy ESUs for the stubborn holdouts, at least to buy us some time. It's the most responsible move unless you're ready to fully isolate those machines.
For us, we're downgrading to the 1809 LTSC for two more years because our key vendor just won't support Windows 11 yet. It's frustrating, but it’s working for now.
We're just trying to finally get our hands on the few Windows 10 computers left. It's like they’re dodging us! If they’re domain-joined and on-site, we’d put them in a separate OU, warning them that they need to upgrade.
We're actively isolating any remaining Windows 10 machines. Some are critical remote tools that need extra care, so they’re segmented tight and don’t go online.

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