I never did a clean upgrade it´s frustrating. I´m trying to upgrade now our server from 10.6 to 10.6.1.
- We have a server with Linux and ArcGIS Server + WebAdaptor.
After install the option Click Continue Server Upgrade didn´t work via browser. We tried silent mode and after 3 hours "running" ...nothing .
Second option. We follow some tips from here (forum). The https was disabled and WebAdaptor was removed. It works. The Server was upgraded to 10.6.1 and all content were migrated, but We couldnt enable https again and all SSL Certificates disappeared.
I don´t understand why is so hard to upgrade ArcGIS Server or Portal. I don´t know if works better on Windows Server, but here is not a option for us.
We have another Server with Portal/Datastore/Server/WebAdaptor and I´m thinking if really is a good idea try to upgrade this one. :-(
The last time I did an upgrade here was a really pain and We had to create a new Server and Install everything from zero and recover the content manually.