Stoop, thats one reason I don't buy in to the whole itachi was just tired argument. Either Itachi really thought he could not beat jirai, at what ever cost, or he had other motives for delaying a second attempt.
Maybe the fact that at that time, naruto did not use the kyubi in the fight meant they saw the threat of the kyubi as being less than they thought as previously suggested by roko.
Or maybe if my theory plays out, they knew jirai was on alert and their chances of succesfuly kidnapping him went down the tubes, but then again jirai allrady knew atsuki was looking for naruto, so thats not the best explanation. Maybe itachis just wanted to ditch that diaper kisami before returning and he never got the chance?
One thing they didnt mention after that until recently was atsuks attempts to capture teh other demons. I can't believe they has 2 1/2 years of failed atempts at grabbing them. Infighting in atsuki maybe? Or mabe the timing of the attempt had something to do with oro's need to change bodies- hence the timing of the recent kidnapping of gara.
Any way, thats getting a little off topic- the question comes back to who is the strongest. I still think we haven't seen anything close to the best from itachi, kakashi, or gai, or even any of the sanin, except maybe for oro, but he's a tricky bastard so you never know.
the next stroy arc of the story should answer alot of these questions, lets just hope it doesnt develope into a my lvl 3 trumps your lvl 2 fight, or whose inner demon has the more tails.