Team 8: Kiba Inuzuka, Shino Aburame, and Hinata Hyūga (All War-Arc versions)
Location: All fights are held in a dense forest area
Starting Distance: All fights will begin 50 meters away (both parties not visible in sight due to the forest)
Mindset: To Kill
Knowledge: Manga
Team Taka (War arc, No Sasuke)
Sound Four
Zabuza & Haku
Part 1 Armless Orochimaru & Kabuto
Kimmimaro & Granny Chiyo
Yamato & Sai
Team 10 (War Arc-Chouji, Shikamaru, Ino)
Team 9 (War Arc-Rock Lee, Neji, Tenten)
War-Arc Tsunade & Shizune
Base Jiraiya
I want to know who they win/lose to, not where they stop
1. All 3 solo Team 8 by themselves. Chakra Chains, elemental mimicry, and Sage Transformation are jounin-level abilities that could each contend with a bijuu. Chakra Chains clear the forest, Suigetsu is unable to be harmed (bugs aren't absorbing anything), and both of the guys have higher base stats.
2. Sound Four gets found out first in the forest. Timeskip comes with new abilities and Kiba's the only one they fought to get knowledge on. Shino takes his time killing them slowly without them noticing, team slowly picks off Sound Four members as they split up or are outlasted while they all keep their distance with their sensory skills. If need be, Shino binds Sound Four while Hinata seals all their chakra and Kiba rips through them all simultaneously and with perfect coordination due to their sensory upperhand.
3. Silent Killing fails to notice the insects or use long-range sensing and Team 8 keeps their distance as they slowly wear down Haku's stamina, before killing Zabuza as well, or capitalizes on his dependency on Zabuza.
4. Snakes find Team 8, Kusanagi/Manda destroys the forest if need be, snakes overwhelm Team 8 over time due to Orochimaru's higher reserves. Kakashi-level Kabuto takes a nap, or ties one hand behind his back to play with Hinata in taijutsu, slowly disabling her before taking her eyes and implanting Byakugan to become Super Kabuto. Likely know everything about Team 8's basic abilities.
5. Either solo.
6. Sai's independently sensing ink creatures find out the positions of Team 8, Yamato and Sai use ruthless experience to make use of their surroundings to kill Team 8, and they hang out in the skies where they can't be touched effectively. Yamato clones or explosive tags could probably make either solo. Yamato unable to be harmed, as he can just create an egg around himself underground.
7. Chouji clears the forest, Shikamaru uses his personal experiences with Team 8 to completely seal their capabilities, Ino and Shikamaru eventually briefly stop Kiba, before Chouji makes the whole other team pancakes. Ino transfers into an animal to scout the area if she needs to.
8. Tenten hands Lee some weapons, Neji points out where the other team is, and Lee solos.
9. Tsunade uses her knowledge of their capabilities to her advantage, Shizune poisons them with no counter, Tsunade capitalizes on Kiba making the mistake of transforming to throw him into his teammates to squash them all simultaneounsly. Katsuyu solos.
10. Jiraiya's Shadow Clone decides to blind himself while he uses one handed taijutsu to beat Team 8, wiping his memory of their capabilities, his ability to summon toads to solo, Fire Release to burn down the forest and poison them, or toad teleportation to keep his stamina up while his opponents are unable to leave the area.
TLDR; Taka, Team 8, Team 8, Oro, Kimimaro, Sai, Chouji, Lee, Tsunade, Jiraiya.