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My plan to deal with the water gym went well. Trained Sakura the Cherrim to level 30 to catch with the level cap and the rest of my team. She dealt with Gyarados better than expected, but couldn't risk her not knocking him so went with Petal Dance. He healed up, insisted with it even thru confusion and she won, but then Floatzel came and she was locked in it, RIP. Chopper went in and dealt with the rest.
Now I put Krillin the Geodude in (with Exp Share for now, cant be bother to grind him up normally at this point). Will need a ground type for the end game.