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No suggestions, but I'll be watching because I'm planning on doing this on the weekend. My current install of Handbrake/libdvdcss is giving me problems in Mojave - most dvds are giving me region errors, though I was able to get through a dvd of Chicago PD OK.

I'm running the daily build of Handbrake - that helped some. And I think I read somewhere that it uses libdvdnav? There was a change somewhere, that's why I needed the weekend to research :)

Did you try installing MakeMKV and using that? I think it also has some of these libraries that Handbrake can reference.

Topics for research lol...

When I originally installed libdvdcss I used homebrew:

/usr/bin/ruby -e "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install)"

brew install libdvdcss
 
This is a posting from the official Handbrake forum explaining why libdvdcss is not supported by Handbrake:

Handbrake isn't intended to be a ripper. The library that is used for decoding DVD file structures CAN have a third-party library to decrypt the video, and it works a lot of the time, but not always.

This is why handbrake doesn't support it - the developers have no control over that third-party library and how it is integrated. And Apple has quite often done things to break that linkage - virtually every "named" OS X/MacOS update in this decade has disrupted it in different ways.

The suggested use of a dedicated ripping application removes this problem; compatibility with your operating system version falls to the developer of THAT application, and what you present to handbrake is unencrypted and "complete".
 
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