I used to be able to carry the gear on my head 20 years ago but a break from sailing + a crook neck has me hopeless these days. I think the neck will be up to carrying the smaller kit but I've forgotten how to get the gear from the ground up onto my head.. Any diagrams , videos etc will be great..

I remember I used to line the nose of the board into the wind upside down with the rig on top mast away from the wind then get under it and lift it up.. here's where I come a cropper these days..That technique was to start to carry the board up Nobby's in NE. I think I used to stand the opposite way to go back down..??
Too old and unfit for the surf these days but I sail at Canton and there is a 30' wide patch of deep weed to negotiate to get into the water. Weed gets hung up on everything so carrying the gear on your head in & out will be better. I'll have to get it up there from grass though whereas before it was on sand and I could bury the nose in a bit as I lifted..