Re: It will happen!!!!!
I don't think TNJ is going to happen on Obito. He is way too strong willed and determined to be swayed by anything other than how he sees things.
I think Kakashi was implying that Obito hasn't been aiming to outright kill Naruto, because he wants more to be stopped/proven wrong by Naruto. Until Naruto physically stops him, he won't be swayed, but he is giving Naruto time to do it. It looks to me like Kishi is setting up Obito to have a tragic anti-hero's death, sort of like Itachi, but in his death he will probably admit Naruto is the savior the ninja world needs or something like that.