Unnecessary movements. If you put rollers in the cart itself, docking the cart at the POST and spinning a torque rod with a tri-lobed docking coupler--like on those old Capsela toys--could move everything on the cart within reach of the cashier.
Ideally, the only movements the customer would make would be to place items into their cart, and move their entire order, already packaged for transport, into their vehicle at once. Unloading from the vehicle and moving to a pantry or refrigerated storage should also be easy and free of unnecessary movements.
My solution would be to make the carts a platform of elevated rollers, carrying several reusable bins, owned by the customer, and manufactured to an open standard. While shopping, the rollers are locked, and the bins are secured in place. The customer can choose to organize foods in bins according to their individual needs. Put all the dairy in one bin, and meats in another. Put canned and boxed goods in one, refrigerated and frozen into another (insulated, perhaps).
At the checkout, the platform docks. The cashier scans from the nearest bin into a sorting area, and a second employee, the customer, or the cashier can re-pack the bin in a sensible way, rather than according to the disorganized arrangement determined by the layout of aisles in the store. The packed-for-transport bin moves onto a second docked platform. The docking station spins its torque rod to move all the rollers, and the remaining bins move closer to the cashier. Process repeats until all bins are scanned and packed.
Customer pays, and rolls cart to their vehicle. They put the lids back on the bins (which are now stackable closed containers) and stow them. The roller platforms stay in the parking lot. When the next customer arrives, they load one up with empty, lidless bins, and enter the store, ready to shop. New bins sold inside the store, likely at a wafer-thin markup.
At home, the customer might have their own handtruck to move bins from vehicle to food storage. Maybe their pantry has roller shelves, and a special drill bit so a handheld drill can spin them. Or maybe they just have regular shelves, and stick PTFE pads onto the bottoms of their bins for easy sliding. Perhaps they unload the bins and stack the empties for the next shopping trip. Maybe they can plug some hoses from a cooling unit into an insulated bin to turn it into a miniature refrigerator. As long as the bin conforms to the external dimensions and weight standards, it can have any number of additional features included. Pelican, Coleman, Igloo, Yeti, Rubbermaid, etc. could compete on those special features, or on materials.