Anthony Bartolo I put in a ticket with premier support referencing this ticket because I had a few follow up questions, but they came and told me that a upgrade directly from 2008 R2 to 2016/2019 was not supported. I asked them if they had tested this in their lab according to your article and they confirmed that they did. here is their response: "Unfortunately we cannot migrate the CA database directly form Server 2008 R2 to Server 2016 because the JET database engine changed so much between the two versions that if we restore the backup we get a JET version error at startup and the CA won't start. But if we add one more step we can successfully fulfill the above tasks. This additional step is to first restore the DB backup to a Server 2012 R2 CA and then backup the DB again form there. This new backup now can be restored to the Server 2016 CA. " Is this something that you ran into when upgrading directly from 2008 R2 to 2016/2019? I would like to do the upgrade directly from 2008 R2 if possible and not step up to 2012 R2 first. Thanks in advance!