It's in Ash's character to try to win rematches with the Pokémon he used in the original battles. Like how in the Sinnoh League, he used the same team against Paul as he had used in their earlier Full Battle, despite having the option to use any of his reserve Pokémon as well.
I just finished watching the episode with subtitles. I now understand a whole lot more about it.
What made Ash so gloomy was his class drop. He realized that he was trying to use a battle strategy he hadn't properly trained at. And in the end, he even calls out his own stupidity.
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