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Questioning is not the mode of conversation among gentlemen. It is assuming a superiority, and it is particularly wrong to question a man concerning himself. There may be parts of his former life he may not wish to be made known to other persons, or even brought to his own recollection.

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Everyone you meet always asks if you have a career, are married, or own a house as if life was some kind of grocery list. But no one ever asks you if you are happy.

"...My dad, may he rest in
peace, taught me many wonderful things. And one of the things he taught me was never ask a guy what you do for a living.

He said "If you think about it, when you ask a guy, what do you do you do for a living," you’re saying "how may I gauge the rest of your utterances." are you smarter than I am? Are you richer than I am, poorer than I am?"

So you ask a guy what do you do for a living, it’s the same thing as
asking a guy, let me know what your politics are before I listen to you so
I know whether or not you’re part of my herd, in which case I can nod
knowingly, or part of the other herd, in which case I can wish you dead.

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