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How will direct to car billing work for rental cars? Am I going to get randomly billed weeks after I return the car?

Just let me pay for my fuel at the point of purchase with whatever card I choose. I may have a corporate card that it is appropriate to pay with vs my personal card. Pay at the pump has been a solved problem for the entirety of the 21st century. There is no reason to "fix" it.

I was randomly billed for tolls up to 6 weeks after I had a rental car for a multi state trip, so yeah, that's probably what they would do.

True, but that's an account you already have and is independent of the products and services, so using it for this doesn't make anything worse.

Hell, there are more gas stations around me going card only these days. Unfortunately the cash only world of the past is slowly dying in many places.

You mean there is no attendant you can go in and say "$20 on pump 8" and hand them cash???

Could you not buy a drink or snack at these stations either?