ナルト「ええェ！？こいつがカカシ先生やサクラちゃんより作戦練るのうめーとは思わねーけど！ オレよりはマ シかもしんねーけど」

Its just not adding up for me.

"Eeeh? I doubt this guy is better than (the likes of) Kakashi-sensei and Sakura-chan at devising strategies! Might be better than me tho."

ai->ee (うまい, -ない), omitting particles (作戦を練る, のはうまい (though the latter probably gets omitted more often than not)).

Cheers V.
That line gave me a headache.

If you transform those colloquial patterns into textbook Japanese, it would probably look somewhat like this:

ee! koitsu ga ｜kakashi-sensei ya sakura-chan yori ｜sakusen WO neru koto/no GA umai ｜to wa omowanai kedo! ore yori wa ｜mashi ka mo shirenai kedo.

I might have made a few mistakes, though.