I know that Adam has told me that there are some snakes that are just poor shedders, no matter how good your husbandry is.
Oliver just got a tiny piece of his head off on his most recent shed, and I had to soak him and assist him with the rest of his shed. He's been a perfect shedder every other time.
Made me wonder if him breeding had anything to do with it, because that's the only thing that's changed for him (even though the enclosure he was "visiting", Echo has perfect sheds all the time).