I worry that we are losing wisdom. Wisdom is a funny thing, because it isn't something you are born with, and it isn't something you can acquire quickly and easily. It is hard-fought, path paved with mistakes and regret and reflection. Those folks who acquire the term "Wise Beyond Their Years" often have had to get there the hard way.
I'd just add that in particular we're losing or have lost the influence of post-WWII philosophers and educators who had to specifically confront the question of how to create a civilization that will not destroy itself with Fascism, Communism, The Bomb, etc. This was the deep background of the 60's.
I guess one Essential Question would be: Was that program of the 40's and 50's a success, and is it now a victim of that success?