I think it’s worth noting that some kids are just scruffy and no matter what you or they do, their hair will fall out of whatever hair band or clip you have put it in and end up like they have been dragged through a hedge backwards – my eldest is fine, lots of hair, difficult to brush, but once up, stays up, lovely and neat. My middle one, complete opposite, thinner hair, shorter, easy to brush, never stays up, always looks a mess.
The boy has the same hair as me, I last brushed my hair in the 90’s, his is only brushed to make sure that if he gets nits we can get a comb through it for that.