Cutting before the boot stage is where the best combination of retained protein, tenderness in the stalk especially, and volume, so say the people in the know. Cutting after heading out puts the protein in the head, and the stem starts to turning to flax and decreases in digestibility. Folks that hay for a living sometimes have too much to get to on time and wind up with some of their fields heading/headed out. Others may have an ulterior motive for doing so.
I have a few pictures of a super quality Sorghum-Sudan Cross called Gotcha Plus from a supplier in Denton, TX. It is brown stem,late maturing, small stems and this years price for me was $22 per 50 # bag and I plant a bag an acre to help with the small stems.
The baler is a JD 375 that rolls a reduced size 5' wide bale of 4' diameter rather than the normal 6' diameter, thus reducing the weight to around 800# (all things considered). On whether you prefer this type roll or a 5x6 cut off at 4' and rolled to 5.5' is up to you. My rolls are easier to see around with a smaller tractor when on your FEL. The other type mentioned, like yours, stack side by side and meet the OTR width restrictions for guys that truck them down the road so you don't get hassled about having a wide load, unlike putting 5x6 rolls side by side like in the old days and with some balers today too.