I'm not sure if I should be too concerned with this issue as 10.15 is still beta, but enrolling a freshly installed 10.15 beta onto a MacBook Air produces a "Enrolling with managment server failed. The server certificate chain for your organization's MDM server was not properly set up" error. This doesn't occur with the same Mac restored with Mojave.
Has anyone else had this issue with 10.15?
We have Jamf Pro on-prem 10.12.0-t1555503901 and with our default production Prestage enrollment we do not see this error when enrolling an fresh macOS Catalina 10.15 Beta 1.
Some things don't work like enabling Filevault, but this will be fixed with Jamf Pro 10.13/14 i assume.
Do you attach some certificates in your prestage enrollment? Because per 10.15 TLS requirements has changed so maybe one of your certs does not meet the new requirements? see this article. https://support.apple.com/en-us/HT210176