My son in law has a Tesla car. He can drive it to work and back for approximately a week. So, rolling blackouts are not a problem per se. He will have a problem if it is sustained or if mother nature keeps power off for a long time. If I were to have a Tesla myself, you can bet I would have a generator of sufficient capability to charge it. And yes, somewhat defeating the purpose, but would still have the ability to drive. The same person using dinosaur fuel might have a problem if electricity is off long enough for him/her to run out of gas or diesel and can't fill up anywhere. I live rural so I already have a generator with enough gas to weather out a fair amount of grid down time, as I like a bit of heat and the refrigerators and freezers operating.
As far as trucks go, yes, probably have to be charged every day. Could be a problem for a while. And, I'm pretty sure an average 5,000 watt home generator will take a long time to charge a Semi Truck.