He met and challenges Ash to a Pokémon match in the Viridian Forest, using his Pinsir and Metapod. His Pinsir is defeated by Ash's Metapod but their match is, after a long stand off between the two Metapod, abandoned when a swarm of Beedrill attack and steal Ash's Metapod. Samurai initially views Ash as an novice trainer, especially in comparison to the other trainers from Pallet Town (including Gary Oak). His opinion, however, changes when he sees Ash competently handle his Butterfree to defeat a swarm of attacking Beedrill, stating that he is the novice of the two.
Pinsir was a huge bug Pokémon that was scary. Ash thought he had the edge with his Pidgeotto but Pinsir knocked it out in one blow. It tried to win the battle with Metapod but after it used Harden, the spikes on its horns broke.