Hi Pinkputter,
I think that (if you don't already) you should read spiritual books and Buddhist books. I think that you'd get a lot of their ideas pretty easily since you seem to have a knack for understanding such things already.
That's a really insightful observation -that people with SA tend to confuse humility with self-deprication.
I have some experience with what you are pointing out because in an effort to get past my anxieties I would try to accomodate for extroverted personalities and others in general. ...however, doing this effectively is harder than it first seems.
It's a great philosophy to view ourselves as One and to adopt a perspective that links extroverted people with introverted ones in an effort to bridge the gap. -By this, I mean, like how I said that vanity and insecurity are two sides of the same coin; and similarly, introversion and extroversion are also two sides of the same coin. Just as, for example, being highly introverted and feeling so different makes them have social anxiety; and yet their excessive shyness is also how they make a big deal about themselves (in keeping with insecurity about how they are different also meaning egocentricity). And this 'spotlight' that socially anxious persons see on themselves is very similar to the one that a show-off extrovert might put on themselves.
So looking at who we are in terms of 'self-centredness' can create a sense of Oneness with others, whilst looking at who we are in terms of 'introversion vs extroversion' can create a sense of separation and this in turn encourages comparison of ourselves with others and feelings of inadequacy about being different. So, judging by 'self-centredness vs self-awareness' perhaps, would be to acknowledge extroverts and introverts as equals relative to each other. This way we see through the superficial forms of arrogance and inadequacy -because, judging by the outside, it appears that extroverts are callous and arrogant, whilst introverts are inadequate and inferior. But, as we agreed, insecurity and vanity are too sides of the same coin and so, if we are insecure about being sensitive and shy and introverted, it follows that if we were outwardly extroverted in our appearance that we would have an arrogance and sense of superiority, seeing extroversion and superior to introversion.
...anyhow, I'm sure you understand such ideas. They're not that hard (they follow the 'feminine vs masculine' where here introversion is the feminine and extroversion the masculine, like for example how this same dynamic exists in sexual relationships where most people despite what they say nonetheless have a belief that feminine sexuality is weaker and will demonstrate this prejudice for the more strongly appearing masculine even in subtle ways)
Well, the main point I am getting at is that it is not easy to stay 'in the middle' and to believe so much in ourselves that we can maintain a sense of equality between two different ways of being in the world. It is much easier to fall into disbelief and think according to a sense of separation from others in order to "protect" ourselves. When the pressure is really on, and we feel a real divide between ourselves and others which we would in the case of intense sensitivity and/or introversion, it follows that we would flip into defensive mode and withdraw into ourselves and a sense of separation. The gap is hard to bridge obviously when it feels wide.
This is why your idea about not feeling guilty about 'not making it', not punishing ourselves for having egos or the inscurity to go with this, is a really clever understanding. Becuase what you are basically doing is understanding just how to 'conquer the ego' and its values of separation from others -the separteness of the "I" and the clinging to the self. And this 'conquering the ego' requires not actually conquering it; since this would be in line with your observation of socially phobic people erroneously associating 'humility with self-deprication'. To hate ourselves, our ego, is an act of the ego it self. It is still making a big issue about ourselves and also based on a lack of security about our place and worth -we still don't believe we are equal to others even in our (great?)difference from them.
IT is tricky to get in this place where we truly feel and believe in our equality with others. Jesus said: "Whoever tries to gain his life shall lose it and whoever loses his life for my sake shall gain it" ...where the 'for my sake' is really important. And who is the Son of God except the mirror version of our own self -the creation of our own mind -our mirror reflection in the form of an extrovert or whatever other opposite.
So, "making the two into one" as Jesus stipulates to do (in the Gospel of Thomas) is tricky and Jesus is careful to state that we must do this for our exact mirror opposite, which is to say that 'one side' must be made relative to the 'other side'.
That "if someone slaps you on one cheek, let them slap you on the other" is hard to do unless you are very sure of who you are. And it helps noone to do this without seeing and believing that one side is equal relative to the other. False humilty is not going to help -only true humilty will give us the confidence to truly stand up for who we are and not fall into vanity or insecurity (which are two sides of the same person).
But because this is difficult to do, your saying to be honest and observe when we cannot do it and accept this without feeling bad -well, this reminds me of what Jesus and Buddhists say. That this self-honesty and humbling of oneself is a big part of developing the necessary strength of character to be able to fully believe in ourselves and others.
and, if you think about it: if we can forgive in yourself false, or better to say- weak, humility and sense of fairness, then it would give us the ability to see through arrogance that others display towards us. We would be less inclined to get offended and would realise how the same prejudice and weakness exists in us. And this in it self would make us more sure of ourselves. We'd be building-up our belief in ourselves.