My clown always leaves her head piece, even though I keep my humidity in the mid 60s all the time and mid 70s during sheds. I've gotten to where as soon as she clears up out of blue I put a large water bowl in and mist down her tub. The humidity will jump up to mid 80s but in two days she sheds and gets everything off. Before I figured all this out, when she would leave her head piece on after a fine full body shed, I'd add the bigger water bowl, mist very heavily, and let the humidity sit at 90, but for no more then 48 hours. She would then have no problem getting it off and she's always been fine afterwards, except leaving her head piece on the next time as well(I always air out her tub and replace any begging that's wet after she's fully shed of course, and get her humidity back down to the mid 60s). Some people will say absolutely no way to letting humidity get that high but 1) humidity can get into the 90s in their natural habitat(I did keep a very close eye on her tub to make sure it doesn't start fogging up the walls of the tub, and making sure it's for no more then 48 hours) and 2) after three head pieces all stuck on top of each other, even after repeated soakings, mistings, and attempts at holding a head shy snake and trying to roll it off yourself, you start giving things a try. It may not be the best way to do it, but it seems to work really well for both her and me.

Good luck with your little guy!