I firmly agree on #1. In fact, my piano tuner is not wheelchair-bound and that was a white lie. My apologies. He was born blind.
#2: Normally I would strongly disagree. It's a NYC trope to say our subway is in shambles because pick one of: the city is old, the city is dense, the subway runs 24/7, and so on. And yet Paris, London, and other ancient subways run better and make cheaper and faster improvements.
But looking around, it seems like accessibility is very poor for London and Paris too. So you're right. They all have this in common. In fact, NYC may even be ahead[1]
However, going on a real tangent here, with the crazy amounts of money we spend or even with quantitative easing[2], I feel like we could try novel concepts like shutting down entire city blocks for months at a time and compensate everyone involved. Yes, crazy prices, but who knows?
[1] https://www.citymetric.com/transport/what-paris-metro-map-lo...
[2] Instead of propping up bonds and equities, prop up infrastructure?