The payment thing just boggles my mind. I've been paying at card readers at a gas pump for 20 years now and exactly once did it not work. It's the one thing that has been completely solved in industry, and it doesn't work with EVs.
Petrol pumps with card readers are their own little universe of rules and compliance standards within the credit card industry (the formal term is 'Automated Fuel Dispenser'). It's far enough afield that you're looking at specialized software and vendors, in part because a lot of them support fleet cards, which range from "95% normal Visa/Mastercard, but restricted to a specific merchant category" to "completely different network with its own messaging model".
There's been a lot of new spec documents floating around to accomodate differences due to the EV fueling concepts. I suspect the ways we described petrol-- gallons and grades-- don't perfectly map to electricity, and fleet card customers are looking for similar trackability.