It's an age thing. Most HNers are in their 30s-50s so would have been impressed by Japan in the 1990s-2000s.
Japan is a decent country but everyone who writes about it tends to overindex on the posh parts of Tokyo.
As someone who's lived in Tokyo for 10 years it's largely met my expectations. My living situation is far more modern than the western country I'm from, even if my suburb looks a bit plain (my only real complaint is that there's too much concrete and not enough trees).
Would even go as far as to say many comments about the place being trapped in the 80s or 90s don't match reality. For instance, the only time I've ever been asked to use a fax machine was by a US company.
It’s not just an age thing; the younger part of the tech industry has the same issues.
While i am admittedly in my 30s-50s i don't believe this to be an age problem; Japan is still held on a pedestal in a lot of American pop culture
You don't think the reverse is also true? When you see Japanese people write about the United States, it is pretty similar -- they tend to overindex on the posh parts of major cities, like Manhattan, Honolulu, San Francisco, and Los Angeles.