This plan would work. However, I've not played with the J1772 to Tesla adapter; does the car dial down its draw automatically to not overload the adapter, or do you have to do that manually via the touchscreen? Because, frankly, I don't trust software, envisioning the car's rebooting or a firmware flash resetting the draw back to full blast.
To answer your other question, "yes," the advantage of having linked EVSE is that they can apportion the limited power intelligently.
Take me, for instance. 60A was all my panel could spare. But, my Tesla and MINI draw 48A and 32A respectively. I could never charge them together; I would have to use timers and be sure I didn't have timer overlap. If one car were charging on its timer and I wanted to charge the other car, I'd have to shut off that timer before initiating the other car. I'm not sure my wife would have been up to the decision matrix, and I could have done it, but it would have been a source of concentration and worry.
But now, with the intelligent sharing, we plug in and charge whenever we want: alone, together, immediately, on timers, absolutely any permutation. Worst case, we each get 24A until one of us is full, and then the other gets up to 48A. Never any chance at overload.