Considering he, up front, confronted Kinkaku and Tobi and attached his shadow to them as they completely ignored him like his shadow wasn't there, he's not so smart. Because that's a pretty retarded move.
Remember in Part 1 where Shikamaru blindly was like "lol we need a sacrifice, ill go buy time gauize" and his master plan ended up almost getting him killed(he did plan on dying) until Asuma saved him. Gee too bad for a genius, he couldn't come up with a good enough plan to pay Asuma back by saving him...
Kiba is faster than Kisame, eh? Chiyo has better taijutsu than Orochimaru? Tenten is faster than Naruto? Hidan is stronger than Sakura? Because that makes sense.
I'd also take this moment to point out, if we are going by DB stats now, Tayuya had a 1 in strength and through brute force broke out of his shadows. Just saiyan. lolol