January 14, 2020 is the day on which many users should theoretically replace their Windows 7 systems. However, this also applies to the server operating systems from this period, namely Windows Server 2008 and 2008 R2. Both OS versions run on the same date and security gaps remain unresolved for most users. Microsoft points out in a FAQ document that from this point on there will be no new security patches or function updates for the server operating systems.
Microsoft also describes the upgrade to a newer version in a contribution. This was meanwhile added, because the original graphic did not refer to the direct update from version 2008 R2 to the successor Windows Server 2012. This has now been corrected. Nevertheless, in order to patch from Server 2008 to the current version Windows Server 2019, two additional instances must first be installed: for example Windows Server 2012, then Server 2016 and finally Server 2019. It is important that not all server roles of new operating systems are yet get supported. A corresponding matrix Microsoft has provided documentation for comparison.
Usually, operators of older servers should already have their systems updated. Realistically speaking, this is not always possible with productive systems. That is why Microsoft also offers paid services for Windows Server 2008 and Server 2008 R2 advanced security updates on. This is the case with Windows 7 and also with the outdated versions of SQL Server 2008 and 2008 R2.
The support can be booked for a maximum of three years and includes the correction of security gaps that are classified as critical and important. Microsoft advises that it does not include technical support.