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I just discovered this for myself. The Seviper wasn't showing up on the rock with Octillery. I was taking pictures of Sandyghast at the final stretch of the beach and Octillery just happened to scratch his head!
Correction, it's next to a Sandyghast, not a Sunfisk. And I think its if you dont throw a flufffruit at either of them, which would trigger the setup for the 'Fins Aflutter' request. The Neo-One will get stuck on Sandyghast, and there is a chance Octillery will scratch its head before they move out of the way.
There is an alternate way to do this. There is another Octillery at the end of the stage, next to a Stunfisk. I'm not sure if anything in particular triggered it, but the Stunfisk was in my path, stopping you from proceeding for a moment, at which point, the Octillery did the head-scratching pose.
Seviper only shows up there from Level 2, but the challenge can be completed on Level 1 in the way described below.
Same as Goonties, I’ve never had the Seviper show up. However, Octillery will always shoot its ink after you hit the Crystabloom, and then will scratch its head. Doesn’t look like the Seviper is required.
I've had Octillery scratch his head without any prior interaction with him and it did still clear off the request. No seviper even showed up to his little island, didn't trigger his ink animation, nothing. Just observing him, it seems to do it every so often regardless of other happenings.