Six Paths of Pain
1. Sasuke solos, adding the new Orochimaru is also of great help.
Akatsuki (Nagato and Gedo Statue included)
2. Sasuke solos, with Oro again being there. Juugo and Karin are taken in Susanoo and kept safe since it being shattered wouldn't happen, especially if they target Nagato first. Suigeitsu... cheers in the background.
Juubito, BM Naruto, Tsunade
3. Sasuke again solo, Juubito is very dangerous but he lacks the brain to use the barrier nuke or the rest, BM is defeated with Perfect Susanoo or Paths, Same Juugo and Karin tactics, Tsunade fights Orochimaru and if he does not wins, Sasuke can use a bunshin to help (or come here by himself when he's done dealing with them), Suigeitsu can also try to help but will be of little use against Tsunade.
Stabilized Juubito, BSM Naruto, VOTE Hashirama, Nagato
They get in the Perfect Susanoo as fast as humanly possible. BSM Naruto (assuming it's war arc) can be defeated but the SS will still put some pressure, especially with Nagato attacking, he'll need bunshins and the likes at this point, and will need to defeat them fast since Juubito will probably try to barrier nuke.
Rinnegan Madara, 1-7 Tailed Beasts
The too sexy-for-my-shirt-Madara ? Again, he's above Orochimaru and Taka but Sasuke can take him low-diff, he can see his trump card (Limbo, which will be easier to deal with if he can use bunshins to overwhelm it), can boost his Susanoo and the likes, Maddy is transformed into roasted pork before he can say "HASHIRAMA !"
Unless all seven Bijuus make a combined TBB, they won't be much of a trouble for Sauce at this point, he solo with his Rinnegan Genjutsu.
VOTE 2 Naruto, Sakura
Orochimaru takes on Sakura, and he win or stalemate enough for the boosted Sasuke to defeat Naruto, Sasuke will of course sustain some damages but like Tsunade, he can come here and help Oro, if Sakura isn't ded at this point.
Gokage, Previous and Present (Kakashi substitute Naruto)
Sasuke can solo most of the kages, he'lll probably quickly kill the weaker Kages and take on the strongest ones, Orochimaru can also contribute to this.
Juubi
Which form ? I dunno about this one, they could pull it off, honestly, but they'll need ton of firepower and protection.
JJ Madara Double Rinnegan
Taka and Orochimaru dies, Sasuke either takes this very-high diff or dies, he can win but it'll take a lot of effort and time.
Kaguya (Oro has Sun Seal)
She brings them to the lava or acid dimension and then destroy the Susanoo that is formed to counter that, if Sasuke try to use animal paths summon, they get taken out by needles or the chakra falcon punches.
Toneri, Momoshiki w/ His Bro Absorbed, Kaguya
Kaguya can already solo, Toneri and Kimonshiki plays patty cakes while she deal with them.
