The breaker at the main panel that feeds circuit A to the midpoint building is 90 amp. The main panel breaker (disconnect) at the midpoint building is 100 amp. Circuit A is terminated at the lugs/neutral bar/ground bar (not bonded) in this panel. It's in conduit from the main panel to this panel.
Circuit B starts (will start) at a 90 amp breaker in the midpoint panel and terminate at the lugs/neutral bar/ground bar in the panel in the workshop. It will be in a separate conduit run.
I will have two conduits going into the panel at the midpoint. It may not be the best way, but it seemed to be the easiest for me (vs. trying to figure out pullbox, jbox, waterproof splices, bugs,lugs, etc

).
I know the 4/0 could handle 100 amp, but I'd already purchased the 90 amp breakers and it's not worth an exchange hassle for capacity that I'll likely never use.
The midpoint panel is in a covered picnic/party area. Other than a circular saw and miter saw during the shop construction, it has 4 strings of LED party lights (already installed and on a lighting circuit) and might have a fan or two, all only while in use for entertaining. The only reason I put a panel there was that I didn't want to run a separate circuit or circuits from the house or shop back to this building since I was already going right beside it with the main run to the shop.
-Edit-
The workshop will be just me. Table saws, RAS, bandsaw, drill press, jointer, planer, sanders, etc - likely only one in use at any given time, although if a friend or one of my sons is over, two might be in use. The lighting will be LED. I will eventually have an air compressor. I have a couple welders - one is a 220 30 amp stick, the other is a little Lincoln MIG. I will also have AC, either a traditional split unit or a couple mini splits.