Now that I have been working in the business world for a few years, I know that people take "maturity" and "experience" very seriously. One might think that there are some objective criteria for "maturity", when in fact often people go by a first impression. An executive that is "inscrutable" is often considered mature, in that he/she does not reveal his emotions or thoughts and is never too happy or too upset. Those who react immediately or respond spontaneously are definitely too green for the treacherous business world.
Interestingly, what I find most lovable about Winston is how he is utterly transparent with his emotions, thinking and needs. If he gets something he wants, he is so ecstatic that he will jump up and down. If I tell him that he could have some of his favorite cereal, he runs to his high chair and climbs up and waits eagerly with those big eyes for the cereal to show up. If he gets pushed by another kid, he is immediately upset and often crying with big tears rolling down his chubby cheeks. He does not just wear his emotions on his sleeves - he reveals everything he feels and thinks without any pretense. He is at an age of innocence, when innocence is rewarded as opposed to punished.
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