Windows 10 was designed for desktops, not as a server software. Windows Server 2003/2008/2012/2014/2019 etc is for servers and they don't subscribe to Windows 10 rolling release. They have their release and support cycles. People rarely upgrade.

I have upgraded a website from Windows 2003, to Windows 2008, to Windows 2012 and now it is running on Windows 2019. I jumped 2014 and 2016 because upgrades weren't necessary for my needs. Each time, I only spent 1 hour maximum to migrate the system. I am not even a server guy.