Listed in the fixes is this:
PI-005710 Documentation does not state an incremental upgrade to 10.0.0 is needed when upgrading from 9.98 or older to 10.2.0 or newer.
When you look at the documentation for 10.5.0, it mentions you can't upgrade from 8.1 or earlier. http://docs.jamf.com/10.5.0/jamf-pro/install-guide-windows/Upgrading_Jamf_Pro_Using_the_Installer.ht...
We are planning to upgrade our JAMF pro to 10.5 from 10.1 and it is running in Windows server. We are using external SSL certificate. While upgrading do we need to take any extra precautions to preserve SSL settings or we can follow normal upgrade steps to do this apart from Database backup.