The thing is I would really like to ask you about the tone you want to give this statement. Is he dissecting every response because that's his nature or he just likes to jab into that guy by nipping his ideas in the bud...??
Are we getting closer, Dean?

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Erm, I'd say it is his nature. So what do u have in mind? And can u tell the saying for the other case?
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I don't know. I don't know if what you want to say has a positive ring to it or not. Perhaps B has an inquisitive mind by nature and will always analyze things time and again. He will then think of all the pros and cons of A's ideas before giving his own opinion.