Yeah I'm with Oneiros on this one. As long as J-man, Keiko, and Pankurashun are alright with it, I see no real issue with taking initaitive during the break.
Think about it this way: Jiraiya's clan heading the negoatiations to an as-yet-unknown village will only solidify his legitimacy as the kage of Leaf.
I will veto any attempt to travel there in person, because training.