AESSD/Showdown! Monkey Red
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Any%
Go in front of the blue monkey and then capture the gun monkey. Monkey Red should immediately attack. Double jump toward the right into a safe spot. If he used his fire attack you should be able to enter first person and shoot the gear 10 times for an easy kill. His charge attack will only allow you to get 4 shots on him. If this happens, move to the front of him to bait another attack.
All Monkeys
The same as Any%, but he needs 15 shots to kill.