Trying to say that unhoused people have it good in New York compared other places in other time periods is reminiscent of slavery apologists acting like slaves had it good because they had housing.

It's even dumber than that. The idea that NY homeless have it better than even literal peasants in past ages is silly, let alone having it better than the landed gentry as that fucker implies. Peasants generally had a stable means of subsistence and weren't as liable to get maimed or killed by state actors for just existing.