I'm in europe, few guns around here. Still I'd rather run/comply/hide than risk my life for 20t potatoes.

To figure out which truck has the iPads and get away with them you'd need:

- an insider to know the time and content of the truck

- stop the truck

- unload the truck at the spot (it will refuse to move your way)

- deal with an alarm system (maybe lights and sirens)

- get away and sell all the high value goods despite their serial numbers

Should it become a problem we'll just ship all the boring stuff autonomously and the rest with a guard that needs no extra breaks and can sleep on the road.

Unlikely. At least not with a firearm. Carrying weapons across state lines is a legal nightmare due to the inconsistent state laws. Truck drivers also get stopped by the cops more often than your average driver so I can't imagine many would risk it.