Fearing the ego assault

I have a person in my life who I am helping to be able to do well on a particular standardized test. Part of doing well on this particular test requires a high level of critical/rational/logical thinking. This person struggles in a very consistent way at this type of thinking, filling in gaps with inferences and facts of his own creation -- a sort of magical thinking, really, but not a rare struggle. We two can spend a good deal of time on a question, debating until he finally sees where he went wrong. But 30 minutes later he makes the same error. At first he came up with reasons why he might be doing it. Now he doesn't bother to come up with any explanations or excuses, he's just frustrated. More than that, he's a little afraid of what it all means. The last time it happened he said, "I just wonder, have I been doing this the whole time?" It's like when you realize that you have a piece of spinach on your teeth, and now you rewind through the whole day, mortified, thinking who must have seen it and said nothing. As much as people say they don't like change, perhaps the most difficult part of deciding you were in error and changing is to acknowledge the error and the ego death that comes along with it.

Excerpts from "Art of Living", regarding the philosophy of stoic Epictetus, via Brain Pickings:

 The wisest among us appreciate the natural limits of our knowledge and have the mettle to preserve their naiveté. They understand how little all of us really know about anything. There is no such thing as conclusive, once-and-for-all knowledge. The wise do not confuse information or data, however prodigious or cleverly deployed, with comprehensive knowledge or transcendent wisdom. They say things like “Hmmm” or “Is that so!” a lot. Once you realize how little we do know, you are not so easily duped by fast-talkers, splashy gladhanders, and demagogues. Spirited curiosity is an emblem of the flourishing life.
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Arrogance is the banal mask for cowardice; but far more important, it is the most potent impediment to the flourishing life. Clear thinking and self-importance cannot logically coexist.
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The first steps toward wisdom are the most strenuous, because our weak and stubborn souls dread exertion (without absolute guarantee of reward) and the unfamiliar. As you progress in your efforts, your resolve is fortified and self-improvement progressively comes easier. By and by it actually becomes difficult to work counter to your own best interest.

By the steady but patient commitment to removing unsound beliefs from our souls, we become increasingly adept at seeing through our flimsy fears, our bewilderment in love, and our lack of self control. We stop trying to look good to others. One day, we contentedly realize we’ve stopped playing to the crowd.

This is maybe just the sort of thing that someone would read and say, sociopaths are not capable understanding or thinking these sorts of thoughts, and perhaps not if the particular sociopath lacks self-awareness. But doesn't it seem more likely (at least in a way) that someone with a weak sense of self would brave the ego assault that is self-introspection than someone with a rigid sense of self?