Whose the most powerful ninja Shikamaru could defeat?

So I think we can all agree, that in terms of skill/fighting ability, Hidan was a superior ninja to Shikamaru. Yet Shikamaru was able to conjure a way towards victory by using the greatest depth of intelligence thus shown to us in the manga.

My overall question is, how far could this intelligence lead him? Whose the most powerful ninja you could picture Shikamaru defeating on his own? He's allowed to stretch out the fight long enough to learn the basics of his enemies attacks obviously, so how far do you think that will take him?

What if he had a team by his side? No one too powerful, but say it was a team with someone along the level of Asuma and Kurenai (but not necessarily them)

And finally, what if Shikamaru already had prior knowledge of all his opponents abilities much like he did with Hidan, now who can you imagine Shikamaru defeating? Or maybe I should ask who CANT you picture him beating

Shikamaru is overrated.. He had days of prep time versus Hidan. Any intelligent shinobi could have most likely done the same.. He had full knowledge and everything, so I wasn't impressed. To answer your question. Tsunade, or any other moderately slow fighter that doesn't think stuff through. At least one's that would die from explosives. Tsunade wouldn't survive unless she genesis rebirthed prior.

So true.

Agreed.

Agreed to the Agreed ..