(( Since we're going to handwave this thread to cut down on too many backtags since both Pi and I are pretty backlogged, pretty much, here is the summary of what happens in the rest of this thread:

Kakashi fills Shikamaru in on what happens on his end during the war and reiterates that he isn't sure if he survived Obito's last attack. Shikamaru asks Kakashi about Obito, and Kakashi actually fills Shikamaru in on all the details very clinically and in a detached sort of manner, because he thinks it's important that Shikamaru, as the Chief Strategist, knows these things. Then, Shikamaru ends up sort of feeling bad about having asked, but well, it's important and it's their duty.

Kakashi also shares information about Obito he'd discovered while fighting him, such as his weaknesses, and Shikamaru shares what Konan told him about Obito re: the duration he can spend intangible.

Then, Shikamaru would tell Kakashi that Obito's been in Luceti before under the "Tobi" persona, but was not hostile towards them. Instead, he tried to make allies with those not from their world by using that act. Annnnd that's about it. ))