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What do we regard ( at our ages) as signs of un-healthy ego development? Been thinking of this for awhile...and decided your question's brilliant and thought provoking, but way too hard
Just becase WE "...learn that is is indeed "OK" to acknowledge our strengths, our accomplishments, and to do so without false modesty", doesn't mean everybody accepts such as something that just "is"...is US, at this point in our lives, NOT a facade or being "two-faced" (as is often implied), nor is it "artful arrogance".
LOL, I recall writing somewhere that sometimes self-actualization sucks
OK, I'd say that one sign of "un-healthy ego development" is that of those that actually fool themselves when the rest of the world sees their assessment is a sham -- ones that just can't see themselves 'objectively'.
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