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![]() There is another option from Microsoft which basically extends the support for Windows Server 2008 R2 with security patches and updates. In addition, as being said, the hardware on which your old Windows Server 2008 R2 is installed would have to support Windows Server 2019. Third step – Upgrade Windows Server 2016 to Windows Server 2019.Second step – Upgrade from Windows Server 2012 to Windows Server 2016.First step – Upgrade from Windows Server 2008 to 2012 or 2012 R2.If you want to do an in-place upgrade, the process would require three steps: It is not possible to do a direct, in-place upgrade of Windows Server 2008 R2 to Windows Server 2019.
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