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Realistically it's probably a good idea.
>It must pay well if it has so many members
>You can go undercover and live as a civilian if you're not on a mission or working
>If you don't want to steal Pokemon, you can steal treasures or Pokemon-related items for the organization's use
>You can retire without fear of retaliation (Butch and Cassidy quit in the anime and are living normal lives)