

Even if you discount all other forms of taxation, and only focus on income taxes, the sentiment is irrelevant to this particular vote.
His support appears to be concentrated in the middle class. (Median household income in NYC is about 80k, right about the peak of his vote share)
The question is basically answered now, so I’ll just drop this video here for some additional context about Microsoft’s history of trying to build a file system that solves the problem, and the challenges they faced even in the early XP days:
https://www.youtube.com/watch?v=h5d5H92c4Mk
tl;dw: MS tried to understand the context of each file, not just the name. Once you add dozens of pieces of metadata to each of tens of thousands of files (even 20+ years ago), the whole system became too difficult for them to properly index and manage efficiently.