I am not sure I agree with the "developing makes you awkward" idea. I don't know if there is any scientific basis to the introversion/extroversion axis, but I've had great success in building up an extrovert persona that I am completely comfortable in, though all the tests I've taken puts me strongly in the "introvert" end of the spectrum.

The Myers-Briggs test for example gives me an INXJ profile (with a very strong "I" score). About a decade ago, I figured out that "becoming" more of an extrovert could really balance my life out, and now it is something I can swoitch on and off as well to the point where (a) I am equally comfortable in either mode and (b) people who have seen my "extrovert" side can't believe I am perfectly happy sitting alone in a corner and coding for a few days or weeks if that is what the situation warrants, or alternatively party for a 12 hours staright. I don't know if this is relevant, but I am extremely comfortable with public speaking and quite enjoy theatre(performance) and music(performance).

I wonder if this whole "personality" thing isn't very fluid (and thus hackable). Just one anecdotal data point against the "development makes you awkward" idea.