@GITS: Don't just damn like, I'd like to hear your thoughts too.
I wanted to see what others would say first.
Conditions: Orochimaru has a zetsu body, and can replicate all of White Zetsu's feats. Manda is alive and willing to work with Orochimaru from the get-go. Every character is In Character unless stated otherwise.
Kabuto implied
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that Orochimaru at full power can control Manda. Or at least that Manda would fight in exchange for human sacrifices, which we know Oro has in spades.
Orochimaru wins mid difficulty at the very most given the fact that he knows exactly where Sasori's weakness is. Summoning several boss snakes and/or Manda already gives Sasori one hell of a time. He can replace himself with a shadow clone or a parasitic clone and go underground while puppet boy is dicking around and nail him with Kusanagi via its extension. The Third Kazekage always takes over several panels to prep its attacks especially when using IS shapes to attack or IS World Order. Orochimaru is more than quick enough to interrupt his timing and prep. It's also questionable as if he'll be able to hit a snake as fast as Manda, who can wreck his 100 puppets technique.
IIRC my ninja Haizaki made some great points in regards to this matchup. I now think that Orochimaru can win against him, especially with full intel. I'll say mid to high difficulty.
Orochimaru wins mid-low difficulty. Releasing spores in the air and replacing himself with parasitic clones while he goes underground counters Shikigami no Mae rather effectively. I also don't think that she has the firepower to deal with Manda.
Orochimaru wins mid difficulty. He's easily fast enough to outspeed Raiton Gian and Fuuton Atsugai as EP2 Kakashi managed to do, while that other fire technique is slow enough that Team 10 dodged. Grabbing Oro with threads if he hasn't feinted Kakuzu yet is a bad idea as the former can release a lot of snakes from his body or his mouth to bite and restrain Kakuzu as well as bite off the threads. Not to mention that he's capable of Oral Rebirthing + Slithering Snake Mode blitzing him with the 5 pronged seal or the paralysis juinjutsu should he get caught. Large snake summons make this even easier. Mokuton not needed unless Oro needs another shield/distraction or a way to restrain the masks.
Hidan + White and Black Zetsu
Orochimaru wins low difficulty. I would think that he's immune to Zetsu's techniques since he himself has a Zetsu body.
Really could go either way but I give this to Kisame more often times than not, with high difficulty.
Quickly summoning a Rashōmon gate at the start blocks Amaterasu at the start and allows him to summon several boss snakes to stall Itachi who will most likely take care of them quickly. During this time period, Oro can create several parasitic clones and have them disperse into several areas and release spores all over the air, which sharingan users cannot pick up until they're activated. Though Itachi can probably put snake summons and Manda under genjutsu which turns them against Oro, disrupting his strategy. Susano'o would counter the spores as well since they can only absorb chakra from one's body (from my understanding, I could be wrong). Not to mention that Itachi can counter feints with his own, and he can execute them quicker than Orochimaru can. Itachi can win with high difficulty but I don't think it goes lower than that.
Does Orochimaru have access to the Wood Release poison? I'm going to say no but regardless I think SZY wins mid-high difficulty.
Itachi wins mid difficulty.
Pain wins mid difficulty.
Obito wins mid difficulty. Though he'll have to be careful about what he warps into the Kamui dimension and what he does if he does warp something away.