Board Thread:Versus Debates/@comment-31337598-20180326183459/@comment-734582-20180329134533

LoneNinja wrote: If Jiraiya is equal to Itachi, and Itachi can beat Orochimaru with arms, wouldn't that indirectly mean Jiraiya beats Orochimaru? Not really. As far as we know, Orochimaru tried to grab Itachi's eye when he was unaware, but Itachi reacted quickly and cut off his arm. This apparently caused Orochimaru to leave Akatsuki, presumably to pursue other means of acquiring special abilities.

It wasn't a one-on-on fight to the death or anything. Orochimaru made a move, itachi reacted, and we know nothing beyond that. Without an arm Orochimaru would obviously be at a disadvantage and so, again as far as we know, it's likely he retreated.

When it came to Uchiha, Orochimaru fell prey to his ambitions. He didn't even try to dodge Itachi's attacks when possessing Sasuke for instance. He got reckless.