What's in it for the PoCo? Sure, they may replace it, but very few will be willing to do it for nothing. Consider that a few parts of the country still have real two-phase service because the utility will charge the customer $$$$ for changing it.
PoCo has a repair and replace budget, as well. Part of on-going operations. Consider that very real Service Life issue? If everything (other than the concrete) has a Service Life typically of 25 to 50 years -- that means they are already replacing to 2% to 4% EVERYTHING (poles, wires, transformers, switches) any given year, anyway. You follow the math? Means everything is constantly being re-newed everywhere every-year, anyway. Add some growth of say 1%, and a busy area may have 5% new every year.
Exceptions (and bad examples) might be California, where some morons got cheap, did not keep the Overhead High Voltage maintained and set Billion Dollar forest fires. Not only did they kill people, cause Billion of Dollars of damage -- they also have to do massive repairs now which cost FAR more just keeping things up and running.
Our (Texas) Grid operators tend to be very responsive and very favorable to local upgrades WHEN there is activity and growth in an area. They are motivated to sell MORE electricity, after all. Jumping back towards the OP scenario -- battery charger -- consider Tesla Chargers. Back when they were still allowing 100 Amp chargers to be installed in homes (I think they have dropped to 60 Amp max, now) -- we would call the local PoCo, and they would look up the local neighborhood transformer loads, and if was marginal, and the transformer was 10 or so years old -- they would just schedule a R&R on the Transformer. But this is easy for the Grid Operator to cost justify, as it was increasing growth, which means increasing Cash Flow, which gives higher O&M budgets.
I have worked areas where there is not any growth or even declining use -- those operators tend to have tighter budgets. Some older northern "Rust Belt" areas would tend towards that. But even down here we have some older stuff and hand-me-downs. Have put Solar (yeah, no joke) on Oil Fields with corner grounded 480V Deltas. We just use buffer - interface transformers (site owner-operator owned and budgeted) in between to match things up.
[add on edit -- You know of areas with still operating 2 Phase (Hot-N + Hot-N 90 Degree) systems? I was telling some of a crew about that last week. I usually do lunch time card-board and marker chats for lunch when they let me play in the field. Youngsters seem to like all that learning stuff.
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