For things that are a bit more “dynamic” in design (the hood needing more than one bone) - I simply lined up the base male model’s head to the burlap hat, after that I would copy my mask and hood and bring it down to the second mesh at the bottom.
Now all I have to do is paint my weights for the first hood and copy the weights/influence to the mask and hood below.
Bam! Works like a charm in game.
I have seen the helm sockets already prior to your post but I just couldn’t settle for “static” hood.