Kakakshi might have gotten rekt.
Well that did fight at one point, but I guess you mean an all out fight lolItachi vs Gai.
Here ya go lolLee vs Hebi Sasuke I would've likes to see
You have a point, I say if Kakakshi can get pass kirin he can take this.3T Kakashi fought Kakuzu and Hidan simultaneously at point, all whilst with an injured hand/arm. Unparalleled skills and Shikamaru level intellect compensate and then some for a lack of raw power.
Itachi vs Gai.