Continuity mistake: When the Poké Ball Ash uses for Krabby indicates success, it is at a 22° angle, and there are pieces of wood on the ground, but when Ash goes over to retrieve it, it is at a 45° angle, and the pieces of wood previously on the ground have disappeared. (00:04:49)
Continuity mistake: When Ash gets the certificate, part of Pikachu disappears briefly. Also, the man with a red shirt goes from having a split in his shirt too not. Additionally, a girl with an orange shirt between Ash and Officer Jenny goes from being there to vanishing with a man with a yellow shirt going from absent to present. Furthermore, the woman with a green tank top goes from having pink shorts and people to the right of her to having pink pants and not having people to her right. (00:20:20)
Continuity mistake: When Team Rocket takes off in the boat, it sinks. Their pokeballs float away, and Jessie says "Arbok and Lickitung are floating away!" But she doesn't catch Lickitung until Princess Versus Princess (Season 1, Episode 52).
Factual error: When Venonat uses Stun Spore, Ash tells Bulbasaur to use Whirlwind. Bulbasaur just blows the powder away with his mouth, but he doesn't use the Whirlwind attack. He can't learn Whirlwind in any of the games, and what Whirlwind is supposed to do is to blow the opposing Pokemon away. Ash could have just as easily told Bulbasaur to blow it away, but he instead chose to tell him to use a move that he can't possibly learn. The only Pokemon that can learn Whirlwind are either Flying types or Bug types; i.e., Pokemon with wings (with the exception of Makuhita and Hariyama, which weren't introduced until generation III, and did not exist at the time this episode aired). In The School of Hard Knocks (Season 1, Episode 9), a character mentions information regarding a Pokemon's levels, attacks, and information which is taken straight out of the game, so it's very clear that Bulbasaur should not be able to use Whirlwind. [This is a result of mistranslation. In the original, Japanese version Ash orders Bulbasaur to "blow it away." He didn't say Whirlwind. Still a mistake in the English version.]
Plot hole: Officer Jenny asks Ash what he knows about the "trio" when he tells her that the pirates are likely Team Rocket, but he hadn't said anything about there being three of them before that. And Jenny obviously didn't know anything about Team Rocket, either. (00:05:30)