Version 5 since there are 4 other answers.
Windows Server 2008 R2 (Pretty much Win7) needed to be upgraded to 2012 R2 prior to upgrade to 2019. I've done this a number of times without any problem.
Installation would near finish then end with this:

System is a VMware ESXi virtual machine. Looked for ideas but could find nothing that applied. I tried with 2012 and tried with vCD vs install on local OS from extracted ISO (usually the way I go). Checked system files. No strange hardware installed that I don't always use.
