People only Die Because They Accept Death as an Inevitability
Cool Kids or Loser Squad (Sasuke or Naruto)
The reason this is called cool or uncool, is because in team 1 you have shinobi who were considered cool and were popular among there team. In team 2 your have the shinobi that were called losers and were always talked down to, and never got the girl. This is to see who you think would make a better team, and dominate: The Cool Kids or The Loser Squad.
The Cool Kids:
EMS Sasuke - Susanoo, amaterasu, Blaze release, karin, etc..
Orochimaru - Has both hands, Edo Tensei (hashirama and tobirama), snake summons, etc.
Kakashi - Kumai, 1000 jutsu, etc.
BM Naruto - Sm clone, KM clones, Tailed Beast Mode, rasengan variants, etc.
SM Jiraiya - Toad summons, etc.
Obito Uchiha - Gedo Mazu, 6 paths of jinchuuriki, kumai, mokuton, etc.
Neither team has restrictions, everyone is in there prime and in there strongest form. Orochimaru can use hashirama and tobirama. Obito can use paths and gedo.
This only restriction is that obito cant use the Juubi.
I would go for the loser team anytime. He who has won everything from the start hasn't learned a thing. Only losing gives one wisdom and experience. And Team 2 has lost in ways Team 1 hasn't, at least from my perspective.