I understand you feel very strongly about four digit years, but I really don't see any situation that I couldn't sort out with a simple script.

Usually I don't put dates in file names in the first place, but when I do I use the UTC timestamp; a date without a timezone is inherently fuzzy, and it's easier to compare and differentiate numerical times.

If someone used two digit years in their naming convention I wouldn't even blink, let alone get the woodchipper, life is too short to get angry over stuff like that.