I am definitely interested in getting better at both "talking with other people" and "observing"; how would you measure your progress in these two cases?
I used to have severe social anxiety. A lot of factors helped me get over it. But talking to people was definitely up there. I'm not scared of people today, but my social skills are still a bit lacking.
A lot of my significant personal improvement happened as a result of highly measurable progress and tight feedback loops. For example: