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I feel your pain on the "not quite what I want it to do" issue. I've been fighting that issue for a while. CarPlay helps a lot for me. Once Catalina is released, if collections sync between my main desktop and my iPhone like I think they will, I think it will be good enough for my needs with regards to listening to audiobooks in the car.
Right now, I'm experimenting with loading audiobooks in a separate database in Calibre and switching between my ebooks and my audiobooks. The plugin for loading audible/mp3 books isn't perfect, so it took a fair amount of work to fix all the data just so, but once it's there, it's just remembering to keep everything up to date, i.e. mark books as read in Calibre, etc. Not really all that different with regards to Calibre and ebooks. It's not perfect, but I suspect the only perfect would be something I wrote myself.
Just as aside on the CarPlay blanking out the screen issue, try going to your console's home button, to get the screen back, then bring CarPlay back up.
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