I gather that Diaz's experience as a Social Worker and long time resident of the area gave him the ability to correctly read the mugger's true character. If the kid was an obviously hardened criminal, I doubt Diaz would have been so bold.
Regardless, I'd be to terrified to do anything other than submit to the mugger's demands.
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Building an artificial intelligence that appreciates Mozart is easy. Building an A.I. that appreciates a theme restaurant is the real challenge - Kit Roebuck - Nine Planets Without Intelligent Life
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