Board Thread:Versus Debates/@comment-26005711-20150518115443/@comment-7292165-20150518222241

In my opinion, Jiraiya would give it to Orochimaru but Orochimaru's immortality will be a bit of a problem thus I'd probably give it a draw or Jiraiya with high difficulty. Also Orochimaru did Now let me go over some things for each character...

Jiraiya
 * Can summon toads to crush, collaborate or help him in other ways.
 * Toad techs.
 * Rasengan (and other variations of it).
 * Proficient with Fire Release.
 * Some skill in Earth Release.
 * Hair techs.
 * Some skill in Fūinjutsu.
 * Sage Mode which he can keep continually stay in for a while thanks to the toads Ma and Pa. Enhanced everything, extra eyes from the toads, senjutsu collaboration techs, etc.

Orochimaru
 * Can summon snakes to poison or wrap around for or other stuff.
 * Shed skin.
 * Kusa Sword stretch, slash, etc.
 * Rashōmon walls (3 max as shown).
 * Reanimation Technique
 * Some skill in Fūinjutsu

Since we never even seen Orochimaru at full health it hard to try and make it so. It would only change his stamina but its not like Orochimaru was even that bad in health besides in his fight against Sasuke in Part II. Jiraiya has better techs, more versatile in fighting styles, more techs, great stamina. Orochimaru has some good techs, immortality (so to speak), and pretty thats it. The biggest thing would be the Reanimation Technique against Jiraiya but that's if he could do so.