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If you had to pick then would you rather be seen as overly naive or overly paranoid?
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Neither, if I can help it. Both typically have the underlying assumption of "You don't know what you're talking about." and for someone who prides themselves on being knowledgeable and perceptive to some degree, that makes me very unhappy. If I was forced to choose, probably paranoid, since there's a bit more competence assumed with that kind of person. Also, I like to travel, and pickpockets and thieves love the naive traveler.
Going outside of the hypothetical, I try to watch, listen and learn (in all things). Others can think what they want of me, but if I have a read on the room or the situation, I'm good!