I always thought it was really odd that somehow, just you defeating this guy in a Pokemon battle causes him to drop an extremely important security item that's crucial to navigating the complex, and ultimately leads to Red ousting Team Rocket from Celadon City.
But, y'know, video game logic: if there's an objective to be met, the only way you're getting there is by doing more of what you've been doing the entire game.
Or maybe this guy just hates his job so much that he actually wants Red to go defeat Giovanni.

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