Hi Jeffrey
Thanks again. Now you touch upon what I have always felt the biggest dichotomy around (many may argue against this as male/female, black/white etc seem to be the the more dominant markers): people who reflect on their actions and non-actions, with an ease that conveys a sense of ‘born-with-this-trait’ versus those who feel rather frightened and uncomfortable by the very thought of it.

It is a learned practice, I think. Bourdieu and Weber may argue it has to do with social class and informal education, cultural capital may play a huge role in developing this skill. But similarly to the capability to ask critical questions it remains still fairly unclear how adults actually could become more skilled and happy reflexive individuals.
I had written a post on the skills of critical questioning which I think might be of interest: