Board Thread:Naruto Discussions/@comment-26567684-20150918015657/@comment-734582-20150918194633

Uchiahmasters wrote: I don't think Kakashi had it even half as bad as characters like Sasuke or Itachi did I disagree with people like Itachi. Itachi didn't regret doing what he did, he knew that what had to be done, had to be done. he was intelligent and wise enough to bear that burden, to live with the pain and hatred. His only regret was doing what he did to Sasuke.

Kakashi did have a difficult childhood, because unlike the others he is at the center of his own pain. He caused Obito and Rin's death himself. Especially Rin's death was devastating.

I think Gaara's pain is the worst, followed by Naruto and Sasuke (which i consider a tie). after that, Kakashi, followed by Itachi.