I have parent the hair on the left with the armature, when I move the head in pose mode it goes along but the hair does not move as it does not wiggle automatically. PFA working files are below.
I have also checked the wiggle bone checkbox for each bones.
somewhat unsure of the intent behind some of the rigging. noticed only one string of hair bones are parented to the head so i’m only looking at that example. all your hair bones have damped track constraints to their child bones, which i think is part of a different rigging technique for simulating wiggle physics and would likely fight with wiggle bones.