ok............then why did he bring kakashi to need death twice??? thats not something a comrade would do... hermit beats MS end of story...uhciha fans are emo fags.Itachi could beat jiraiya, he said that because he never wanted to capture naruto, itachi only joined akatsuki to keep tabs on tobi/madara, he disagreed with akatsukis plans, hence why they never caught there bijuus.
Itachi has yatas mirror which deflects ALL attacks, at the VERY least jiraiya would simply run out of chakra and have to retreat.
Itachi could have easily captured naruto on MANY occasions but never did for these reasons.