As with any other truck, proper loading will be important.
The problem I was referring to is that unless you haul exactly the same load, in an identical trailer on each run, the cab and the trailer have to be balanced to each other. This is accomplished by sliding the trailer back and forth until the correct axle weights are achieved. The 80k gross is but one of the weight restrictions that trucks face.
A Tesla as was shown can do this with ease, assuming a sliding 5th wheel is built in, but it will interfere with the airflow. Sometimes the cab and the trailer will be very close to each other, sometimes they will be far apart. Musk made a point of how close hauled his trailer was and how this would improve wind resistance. That's OK is you need weight on the drive axles, but if they're overloaded and the weight needs to be shifted to the trailer axles the trailer needs to ride further back. More air resistance means more batteries or fewer miles.
Regen working first isn't without problems. Owner/operators prefer to burn up trailer brakes in preference to their own tires and brakes. In any kind of danger, whether ice, snow, steep hills, or running too fast, the trailer brakes are applied first. Trailer brakes will still be standard air brakes. unless Tesla plans to put regen generators on all of their trailer axles, but that's just more weight that can't be hauled. Trailer air brake control is what keeps trailers from overrunning the cab, known as jackknifing.
No amount of special cab brakes can stop a jackknife as this is a function of the trailer, not the cab. Don't get me wrong, improper use of brakes will cause a jackknife, but if the rig needs to be brought up short, that trailer is going to want to keep going. Run into what's ahead of you or watch your trailer pass you.
Think of dragging a few links of chain across the floor. If you stop suddenly the following links want to come forward and pass the leading link. If you slow the chain by stopping the rear link, everything stays in line.
BTW 250 miles is. or at least was a very short run. I regularly logged 500 miles/day back in the late 60's, and the highways have improved since then. Can you imagine two days to get from LA to San Francisco, a day and a half to Las Vegas?
Terry