When one crops a document, the "Apply to:" dialog preference selects between "Even and Odd Pages", "Odd Pages Only", and "Even Pages Only". This preference is sticky, based on the last document that was cropped. In practice, documents are uncorrelated.

These probabilites aren't flat. To reduce user errors, it would be simplest to default to the setting users expect by default: "Even and Odd Pages".

If one expects the user to check this setting every time, then it would make sense to play the probabilities, and default to the most likely setting based on recent history. For example, phone GPS navigation often correctly guesses my destination based on my current location and the date/time.

If Abobe believes that I live in a post-print bubble, and most users are still working with documents with even, odd offsets intended for bound books, then Acrobat should at least notice whether I'm on an even or odd page, and switch accordingly between "Odd Pages Only", and "Even Pages Only"?

Acrobat could of course inspect the pages; it would be trivial to determine if an offset is needed for the current document, and provide that offset, rather than requiring the user to crop twice.

Defaulting to the choice made for the previous document is simply wrong. If John Warnock invested his fortune by this principle, he'd have to come back to work.