Hi Michael, I can't comment on whether my yield has increased as I have gone, as to be truthful I haven't really been weighing my cheeses. So I have just done a run around weighing some, and some are from memory that I took when I needed to know weight to brine time ratios.
Going on the fact of 1 gallon = 3.8lt approx, I usually make 10lt or 5lt batches.
Pepato's 5lt = 2 cheeses approx 10oz each.
Monterey Jacks 5lt = 2 cheeses 14oz each
Gouda & caerphilly 10lt = 1 cheese 8" x 2 1/2' approx just over 3lb (1.5kg)each
Camembert 5lt = 4 cheese 8oz each
Fetta 10lt = 6 cheese 1lb each
Last monterey jack (bees wax dipped) 6lt = 1 cheese 2.2lb
Provolone 10lt = 1 cheese 1lb 12oz after drying for two weeks.
Cream cheese 2lt = 1lb 4oz approx
The quality of the milk definately does make a difference to the yield, and sometimes even though there might not be the quantity, the quality is there, so you still get a good yield. Yes milk does vary from season to season.
Also as you will have noticed, soft cheese give a better yield weight.
HTH