https://www.nytimes.com/2017/05/01/nyregion/new-york-subway-... http://www.nydailynews.com/new-york/nyc-subway-relies-decade...
"Even something as basic as a cable is an antique.
Workers popped open a junction box to show a 70-year-old cloth-covered cable, due for the scrap heap next year, connected to newer rubber-covered wires."
Basically, the system is so old that an incremental retrofit is very complicated to achieve without full shutdown. Remember the overall NYC subway system is the only train system that actually operates 24-7 so maintenance scheduling is also much more involved.