For this achievement you'll need to earn an S Ranks across ALL Boss Battles in the Story.
For FACTORS on reaching high Rank for Boss/Pseudo battles please consult with this achievement solution:
There are a total of 8 Boss Battles that require an S Rank for this achievement. These battles are as follows:
-Nine Tails' Attack: Third Hokage vs Nine-Tails, Minato vs -Masked Man.
-The Agitated Five Kage Summit: Sasuke vs Gaara, Sasuke vs Samurai, Sasuke vs Mizukage
-Hero and Avenger- Naruto vs Sasuke
-Overcoming Hatred: Naruto vs Nine-Tails* earliest
-Threat of the Seven Swordsman: Guy, Sakura, Lee, vs 6 Swordsman, Kakashi vs Zabuza
-The Rumbling Coast: Choji vs Gedo Statue
-Bet the Future: 5 Kages vs Madara Uchiha
-The Last Battle: Naruto vs Jinchuriki & Tobi
If you managed to earn an S Rank for ALL of these battles you'll earn this 60G achievement at the end The Last Battle for a whooping 100G!
If, for any reason, you aren't able to earn an S Rank no worry. You can retry ANY battles post-story in the Ninja World timeline for another try.