New York is probably the most easily upgraded of these legacy subway systems, due to the insistence of the original subway companies on triple tracking. Not only does the triple track allow for express trains, but it also allows for zero downtime maintenance during non-peak hours. The electrical systems aren't a barrier like those in some cities. Even Tokyo and London, which have worse constraints, have fared better. If technology transition teams exist, I haven't heard of them. Upgrade engineering appears to be outsourced. The costs that the MTA quotes for transition seem absurd. Once again, I'm no expert on the engineering involved, but the upgrade costs are approaching new construction costs in other countries.
We know we have a major cost problem in US transit infrastructure construction. But this is not just construction. We also have a problem with maintenance costs, operating costs, capital costs, etc. Everywhere you go in America, we have critical transit infrastructure that is hobbled by costs. Where is the cost management? Why can't we get system-wide cost audits? If annual audits are required of publicly listed companies, why isn't it required of public organizations funded by tax dollars?
I'm sick of the explanation that our problem is funding...its not. Our problem is mismanagement. When you manage your systems well, nobody has any problem sending money your way. The demand curve exists for government funding just as much as it does for markets. When you provide more for a given amount of money, you generally get more money. Give us better management.