If you make someone vulnerable but not insult him/her at that moment they will build respect for you. Have seen it happen on many occasions.
Aside :
Realize that many of us do not drive a conversation. When I heard Judge Roberts ( nominee for the US Supreme court chief justice) defend himself I really felt like a dunce when it comes to the art of conversation. Socrates was on the other extreme with his conversations being exagerrated more to make a point than to be emulated as a manner of conversation.
On the other hand if we talk like Judge Roberts we will create an impression of being a cunning person. Which has very few positive connotations if any.
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