That would be legen...wait for it....Anyway add smth extra to my prediction:
Oshawott evolves once right after JuniorCup.He keeps Aqua Jet,Razor Blade,Ice beam and learns Water Pulse.He evolves to 3rd stage before league and replaces aqua Jet with Water pledge and water pulse with Megahorn a move that earns Ash a second place in league.
Pignite evolves and keeps Superpower.Wins against Trip's Vanilluxe and falls to Conkledurr.
Snivy wont evolve soon since there's Leavanny.Nonetheless she beats Trip's Serperior with newly learnt Dragon tail-Aerial ace-Attract Combo in a random battle outside league after Trip mocking snivy for not evolving.As soon as the battle is over Snivy evolves to Trip's surprise and anger while stepping on a faint Serperior(krabby/Kingler).In league Serperior beats a tired Servine(probably she beats Jellicent and is exhausted afterwards) and falls to Samurott's Icebeamed field- megahorn combo(charizard-blastoise fire field-seismic toss combo).
Boldore stays as it is learns power gem and draws with Trip's Chandelure.
Krookodile Battles Trip's new pokemon Braviary and wins after a phantasmagoric battle. Outrage VS Thrash, Stone Edge VS Crush Claw,CRunch VS Sky Drop,EarthQuake on top of Bravebird (hillarious but could possibly happen in the anime) for the win!!!