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Escape from Monkey Island Hints
How do you appease the wise, old judge?
1 of 6: Ask him why he gave you a low score.
2 of 6: He'll tell you that your dive must be more "aerodynamic".
3 of 6: Press him further, and he'll explain that the top of Guybrush's head is large and flat, resulting a big splash. Maybe if you could streamline his head somehow, you could eliminate this splash.
4 of 6: You might already have an item in your inventory which accomplishes this task.
5 of 6: If not, go check out the Pirate Transmogrification School on Knuttin Atoll.