Coming back from my hiatus just to note that Kisame nor Itachi were speaking about Jiraiya in that famous manga page. They were speaking about the kyuubi, gotta read it in it's context, because the structure makes no sense if they're referring to Jiraiya.
The viz page:
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"Even if you might be able to take
HIM on, I'm not so sure about me.
HE'S in a different league."
"It was great finally finding
HIM at the ramen shop, but..
HIS babysitter was one of the three great shinobi of konoha legend"
So..Jiraiya is babysitting Jiraiya?
No. Jiraiya is babysitting Naruto. That is the he(and why I emphasized the he/him etc) Kisame is referring to(well, the beast inside Naruto).
Kisame even notes after their encounter with Jiraiya that Itachi could have taken him.
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This came after Kisame had subdued Naruto by taking his chakra away from him so he was no longer considered a potential threat in releasing the kyuubi.
As far as responding to the thread, Jiraiya can win against everyone outside of Obito, Pain and Itachi. I suppose you could add Orochimaru to this list if you're counting him, but I think that's more of a toss up than a win either way. There are scenarios where he could beat Pain and Itachi but they rely solely on Gama Rinsho which is difficult to set up. against them.