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he didn't have to play the hero, he is the hero. he's gone through all those things in jailbreak fighting criminals and some weird supervillain calling himself the boss and then he dealt with this crazy neighbor dude and got superpowers. so he's pretty farmiliar with people like Drue.
hiring Finkleberry to be your new head of security is like saying that you'd really love the criminal gang's company. the last guy who hired him well, let's just say he got robbed for everything he had. technically it was the minion who was the security dude.