I think it is significantly less likely that I'll be around when Y100K hits. I don't particularly care about anything that happens after my death. That's somebody else's problem.
On the broader subject of the 0s, it's ironic that they are added for reasons of long-term optimism. Because if NLP hasn't advanced to understand the context of shorthand dates in old texts in 10,000 years time, I'd say thats a pretty pessimistic view on long term progress.
Natural language processing is a joke of a field, and I don't see any future in which I will run a natural language processor that works on my old computers and takes all information and reformats it in a way that makes it most aesthetically pleasing to me. As a result, my only option is to write in a way that aesthetically pleases me and allows me to get away with the least amount of future effort. Rather than dedicate hours of my life to reformatting old text, I'll just write it correctly now.
> "write it correctly now"
Though in my opinion, your version of correct is quite amiss and misses the forest for the trees.