Just a couple of thoughts: my G10 has not had the USB issue (yet), gut I can see how it might.
Besides the design flaw (the USB plug in connector should be more robust internally so it can take the pushing in of a connector even if does vigoursly, as well and the side to side pushing that may occur when in use or transport), I'd like to see Line 6 go with a reversible connector, even if they must supply the cable along with the device: USB-C or Lightning connectors come to mind, with USB on one end and the reversible connector on the other.
But for the existing product, I think transporting the base with a connector plugged in already is just asking for problems as it is designed. A poster above designed a nice strain relief that protects the plugged in cable, but barring that, I think it's easier on the connector to carefully unplug and replug it calmly rather than leave the connector in place for transport.
A side note: I've been using an ANKER PowerCore 13000 under my pedal board to power the G10 receiver and to charge the G10 transmitter. It has plenty of juice for a long session or show, and then you can recharge it at your leisure. No wall wart during the show.
I'm also using a Pedal Train Volto 2 to power my effects (only 9V effects...), so my pedal board needs only one guitar cable going to my amp.