Yeah, I actually did half the work two years ago when 400 amp meter bases were impossible to find. Ran quadraplax overhead with a pole halfway in between the run (there is significant rock and granite where he lives, it's out in the woods). No significant electronics. More old school stuff for powder coating and large compressors.
Installed two ground rods at new building. Basically it is running on 100 amps right now, but the line overhead is rated for 200. There is a disco on the exterior of the outbuilding currently, so I'll probably keep going that route and run SER from there to the panel, separate grounds and neutrals. The only run that wouldn't be 4 wire is from the house meter to point of attachment, so I may go with Larry's suggestion on 240.30 just to save money on disconnect.
I'm in PA, so we are still on 2017. No need for disco outside. As far as voltage drop, it is far, about 350 feet total run. I have 1/0 XLP overhead good for 210A, and will run 4/0 SER, but he can probably only run 100A max to keep it under 5% drop.
Thanks for all the responses!