Jake's thoughts, 30 seconds ago: "In her hair? Isn't this stuff supposed to... Yes, it what is she... Okay I'm not sure if there's a better way but Holy Hoppip!"
Jake's mind took maybe a second to rattle past the options. Ones you've done something a few times you get pretty good at quickly picking out the really bad options. He wasn't willing to bet the standing eye would hold for a very fast ascent, certainly not one fast enough to prevent some nasty cuts and/or the Glameow being dropped back into the sea, creating an actual Pokémon emergency out of (probably?) a training one. Jake also wouldn't bet on the eye holding two people. The jump was too high to do safely, at least for a grown man like himself, and despite their sturdy build it wouldn't be much better for a Rhyhorn, with the landing in a rough sea and all with hard to see rocks. So Jake did the only thing he could think off. He yelled out to his partner: "Lefty, run to me!"
As Lefty turned and ran the short distance two figures at the end of the rope shook and then dropped into the water. As they started drifting with the current Jake shot out of his coat and threw it around his hands. As he jumped down the cliff he grabbed the rope, and with the whistling, stuttering noise of two rough fabrics rubbing past each other the man raced down the cliff. The rope, now free of Wynter's weight, held. Lefty got jerked towards the edge by the unexpected load, but with three lightning quick steps the beast found his footing again. As he neared the water, roughly four seconds after he started thinking, Jake remembered what Wynter had said about being able to swim. At this point there wasn't much he could do about that. Oops.
The rope didn't slow Jake down all that much, so he still made quite a splash as he dropped into the raging sea. The shock of his coat wrapped hands meeting the knot of the harness made him lose his grip. As he went under the ranger was disoriented for a moment, flailing around in a half swimming half grasping movement with his coat still in one hand when his other hand met a leg. Without thinking he pulled himself up towards the surface. As he surfaced he took a big breath of air, which immediately got cut short by a wave splashing into his mouth.
The waves were a lot wilder when you were in them then when you were watching from the top of a cliff. Things were going up and down and left and right. Jake had several targets in his sights. The first was the Glameow. His coat still in hand he threw it over the creature. The Pokémon threw everything it had at this new threat, piercing the cloth with its claws as Jake wrapped it up with several flailing motions. Now holding a cat in a bag, holding himself above water with a single hand on the rope leading to Lefty, he could only see one real way to help out his recruit. The rope and the current were helping keep her above water, a little bit, but she certainly wasn't having a lot of fun. Jake looked straight up the cliffs to see a familiar big grey face peering down, waiting for instructions. To the best of his current ability Jake yelled to the top of the cliff, "Lefty, pull up gently!"
Maybe half the words and even less of the letters made it up, but luckily after the second try Lefty had caught the gist of it, and started pulling. Jake knew he only had one shot to get the next part right, so he scraped his throat, and as the rope lifted Wynter out of the water with panic still freshly in her eyes, he pushed the 'coated' Glameow into her arms and went full drill instructor, yelling in his most commanding voice: HOLD THIS RECRUIT! GRAB IT! HOLD IT TIGHT! DON'T LET IT GO! KEEP HOLD!" Even after she grabbed the package he just kept yelling for another second or two to make sure she didn't let go.
Okay, so here Jake was, laying in the water, without a rope to hold on to, waves crashing in, freshly out of air from yelling too loudly. Luckily at this point his next action was pretty self evident. He swam as good as he could towards the cliff. This wasn't necessarily a improvement, now he was drowning as well as being smacked against a cliff, but Jake pulled his climbing pick out of his belt, and at the third try he hit a crack. That was enough grip to pull himself up a little and find a spot for his other hand, as well as a small footrest. Between the three points he was now able to pull himself out of the water far enough that he could breathe. The current wasn't taking him anywhere, and he was still reasonably close to where they first lowered the rope, although being downcurrent of it meant he couldn't just swim back there. He also wouldn't be able to climb this wall, way too slippery and steep. He was stuck, and he was rapidly cooling down from the cold seawater. But at least any immediate danger of injuries was over. Total time since the Glameow first panicked, maybe 30 to 45 seconds. Certainly less than a minute. Probably... Jake looked up as the end of the rope and its passenger reached the top of the cliff.
