A rollout could be smaller in scope yet be useful. Most parking lots have at least one street light... start by connecting the existing grid/infrastructure that already is there powering the streetlight, upgrading if necessary, to a handful of nearby parking spots. Go from there.

Take a step back and think about the ridiculous infrastructure build to support gas powered cars. Imagine a time before gas stations; someone doing a back of the napkin math about a future of cars would have also been met with disbelief - developers will have to invest millions/billions of dollars and build hundreds of thousand of stores across the entire country to sell gas? And how will those stores get the gas to sell? Truck it in?? That's just ridiculous.

Every parking space doesn't need to have the capacity to fill up a Model S from 1% to 100% during a lunch break.

What us civilized people here in the EU do, is we have 11-22kW charging points in pretty much all malls and supermarkets. You drive there, plug in your car, swipe the RFID and go shopping. You come back and your car has charged a bit.

No, it's not at a 100%, but it still has more charge than it did when you came in.

And again, load-balancing electricity is REALLY old tech. It's completely trivial to balance the load among the whole field during Christmas shopping season with every charger occupied so that everyone gets some charge, but the transformers don't explode.