LP made from a digital master recording...

It’s essentially a crap shoot

You don’t know the half of it! Everything you mentioned and more can be done to perfection, and still only one in a hundred copies somehow against all odds delivers the sublime sonic perfection records are truly capable of. Only the lucky (smart crazed fanatical) few with White Hot Stampers know what I’m talking about. The rest of you can talk all you want about hi rez this, digital that. Its frankly great the way things are with hardly anyone knowing. Between the lack of facilities, expertise, and now even raw materials its hard enough to keep up with demand as it is. Which you notice, no such problem with digital. Dreck we got coming out our ears. Quality, never had that problem. So its really good people don’t know. Crap shoot. That’s what it is. Records suck. Go digital! Hi rez! Heh.

Great question.

Looking forward to reading some explanations and preferences. I think its purely a subjective call, but lets see the technical explanations for whatever is "better"

Yes, the euphoric qualities of vinyl still pervade the experience. Depending on the recording sometimes it is better sometimes not. Vinyl is always noisier so on very quiet recordings digital has an advantage. Older analog recordings, anything before 1980 I tend to buy the vinyl unless I know for a fact the digital is better. David Bowie's first three albums were digitally remastered, an absolutely amazing job so I got the high res digitals of those. Newer digital recordings I tend to get hi res versions unless it is music I really want and only the CD is available then I will buy the vinyl if it is available. 
I think every audiophile should have at least a few vinyl/digital duplicates.
It is fun to sync them and switch back and forth. Sometimes it is surprising how much alike they sound and often dragging a rock through a trench sounds better even if the music was recorded digitally. One caveat, better is not necessarily more accurate.    

Most of the LPs of the last 20+ years have been made from digital files.

There's a great little article in a Brit audio magazine I read a while back that makes the point about why analog from digital sounds better than digital...of course I can't find the article...damn...but it's true.