I must admit I have never seen this happen before.
After syncing the second client you should see a message like this:
And clicking on the link should give you this option to enter the password:
I notice in your previous post that when you connected the second client the decryption staus shows a lot of decrypted files which seems odd.
Did the first client fully complete its sync after E2EE was enabled?
Suggestions
- On client 1 backup all your notes to a Joplin JEX file.
- Quit client 2 so Joplin is not running
- Re-sync client 1
- Wait for completion
- Start and re-sync client 2
- Wait for completion
If this does not work you could try
- Quit client 2 so Joplin is not running
- Re-encrypt client 1 (using the Joplin re-encrypt function)
- Wait for completion
- Start and re-sync client 2
- Wait for completion
If neither of these get you the password prompt I can only suggest is using this forum to reach out to a dev who is familiar with the internal functions of the E2EE system because it seems that something is not completing properly.
EDIT: I have seen another post where @laurent has asked how the user managed to run Joplin on Catalina. I am not a mac user so it may be helpful if some else here can confim that E2EE is possible on Catalina?