The part they say is 'hard' - is definitely a hard nut to crack - but maybe only a few percentage of the time they spend trucking.
The "endless trips down thousands of miles of interstate, whilst remaining alert" - well that definitely sounds like something robots could do better right now.
If I were "Lord of all truckers", I'd be negotiating right now. Build some idiot-robot-proof lots near major cities that their new robot overlords could drop off/pick up from, and then focus on just the difficult short trips from these lots to drop-off/pick-up points. Nobody else seems to be working on building these hubs, and truckers themselves could send a day working to/fro and then sleep in their own beds.