u have to wait until he swings down one of his tentacles and either bop it or hit it with the umbrella. u have to hit all of the tentacles and he will shoot ink out and then his nose will be out, u have to hit his nose with the umbrella. While he's in pain, use the crying emotion to clean up the ink on the ground to make it easier to walk. I think when you get 3 hits, he will blow out a big bubble thing, it's a force field. You have to use rage quickly on it, otherwise he will regain his health again.. Good luck.