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Also, I’ve repeatedly come across date fields that force me to enter the month in two digits, i.e. 01 for January. What’s up with that?

That's the default in Germany (and Europe?). Writing out the month is somewhat rare, although it does happen.

I think GP meant that it's two digits instead of one (you have to type 01, not 1).

I’ve seen that, but I’m ok with it. I just assume it’s much easier to parse/check the entry if there’s a full 8 digits (mmddyyyy).