The examined life should consist of existential thought! Ultimate concerns are preoccupied with existential problems raised from living life itself and trying to find meaning in it. The most prominent ultimate concerns consist of life, death, nothingness, and meaninglessness. I would also like to lump into one of the concerns is finding something aesthetic in accompanying one's journey through life. — Shawn
I understand the idea that we have problems without bringing them upon ourselves. One could say that the examination finds us, not the other way around. Such a formulation seems to be at odds with the expression, 'the unexamined life is not worth living.' How the idea is understood leads to very different points of view.
If it means one can chart the difference between the 'speculative' and the 'practical' with confidence, problems formed by asking for them is a pastime, comparable to playing bridge or throwing darts. If the difficulties we face keep leading us to places where nothing can be distinguished from each other, the need for context is not a luxury.
From that perspective, your list already has crossed the line you draw. We all know the fear of death but speculate about death because reports on that subject are not reliable. We struggle to understand meaning against the backdrop of confusion as a given in our condition. It is not like we had a proper lexicon at one point in time but it was snatched away from us. The problem can be ignored. The value of doing that against not doing that could be framed as a measure of worth, but any sort of comparison gets back to the difficulty tim wood observed. The absence of a measurement is not one of the possible measurements.
And the matter of aesthetics is a clear crossing of the line because simply liking stuff requires no reflection. Once one starts having problems with preferences, what is the place where these preferences are comparable? Why do other people want stupid things? Why are all my problems so annoyingly joined together with all these other people?