It's partly lack of experience. Allowed to stand as an MP despite short party membership. Never fought a political campaign. Never had to fight a no-hoper seat: straight into safe seat, with practically no competition, and with Dobson's well-oiled party machine already in place.
Never fought any battle except for the leadership. His primary experience is of a bureaucracy in which success derives from pleasing one's masters. It's all been conflict- and principle-free, and fairly easy. Now he's discovering that being leader involves actual politics
I imagine it's a bit of a shock. He is used to giving orders. He is not used to being questioned. As a barrister he is used to attacking others, not being attacked. He thought he could simply lie in his 10 Pledges - after all, Tories get away with it - but he's not used to
Labour, because, really, he's had practically no experience of BEING Labour: the idea that people might call him on it must have been a surprise. And now he finds himself entirely unequiped to be leader