He clearly wrote that he's doing it to put the scale of history into perspective for the reader. You're free to believe it's a good or bad notation, but I don't see what it adds to be hostile to a person for their unusual notation.
The Long Now blog seems to suggest it's more about reminding devs in the 9990s that if they don't store dates as 5 digit integers they might have a millennium bug!
Feels like the futurist version of expressing your deity's name as G-d.
No, it's just a bit of thought-provoking fun! It also has the advantage of really pissing off the kind of mindless conformists who beat up gay people, hackers, and anybody else who seems "odd" or "queer".
There's literally nothing in my comment or in the page it links to about clarifying things for historians. That would be stupid.