My general concern with the whole thing is it's basically not thinking BIG enough.
We're gonna raise the cost of driving into the city so that we have less people drive into the city and then.... ?! and then.. !?
Presumably that will put more load on transit infrastructure that is under built and 10x reasonable cost to build. We can fund transit but we can't build it.
The MTA has already borrowed 15 years of projected congestion pricing revenue with the revenue as collateral. Great, so what does $15B get us?
If we want less drivers why don't we go HARD - announce one of the Hudson tunnels will now be 100% bus. Or we are going to retrofit it for a new train line. Or a new Brooklyn/Queens North/South line for less Manhattan oriented transit?
Even our most ambitious 20 year plans are like "maybe we can finally finish more of the 2nd ave line / prevent the Hudson tubes from flooding / add one more Hudson tube" and that's basically it for the entire city. If you don't live in NJ or the east side of Manhattan, too bad, no new transit for you.
The scale of transit investment you see in say London or Tokyo should make every NYer embarrassed and radicalize you on permitting/environmental study shenanigans/cost management/everyone having a veto on building anything.