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THE RULES
⊛ In character. Everyone is Legends only.
⊛ Fights take place inside Jedi training hall. No nexus.
⊛ Full heal after each round.

THE GAUNTLET
1. Roan Shryne
2. Aayla Secura
3. Adi Gallia
4. Tholme
5. Quinlan Vos
6. Ki-Adi Mundi
7. Cin Drallig
8. Saesee Tiin
9. Plo Koon
10. Asajj Ventress
11. Savage Opress
12. Kit Fisto
13. Agen Kolar
14. Darth Maul

I think gets to at least 9.

Noice. He's beneath Antares though, who is around Shado Vao, who is beneath Darth Talon, who is beneath Darth Nihl, who is beneath Darth Wyyrlok III