While i am mostly partial to "How about we fix what actually matters before nice to haves", I think something ground-level power is something we should consider *before* we upgrade our network, not after... It is this same thinking that leads to the TTC ""upgrading"" streetcar intersections by ripping them up at the end of their lifespan... and re-installing single point switches. Guaranteeing that we will have to do so again in the near future. Pennywise and poundfoolish.
The TTC should seriously consider: Do we want to eventually progress our network to some ground-level power solution? And if so, when we rebuild our tracks, we should have that capability built in place now, so when we actually do so, we do not need to rebuild track.
As an example, GO Transit has a thousand issues and a half, but they still design their new stations well so that in the future they can raise it to 24" for level boarding without an issue.