Try loading 10 tons into some glider and shooting it up. First the winch would have to be absolutely massive, second its highly reliant on at least a bit good weather and nobody glides around during night. Pilotless doesn't remove danger of it falling onto some roof, so automation would have to be pretty much flawless.

Truck, you can load and send it much further than any glider can ever glide, any time, any day. Also throughput of highways is much bigger than airports, and you can deliver it literally to the target doors.

Not a very practical fantasy it seems.