Cynique, I did not come to learn about the so called Black elite until I was an adult. All of the groups you mentioned, "civic and political groups, Masons, Eastern Stars, an American Legion Post, social organizations and clubs," were completely beyond my world view. I remember the first time I learned about Black Greek letter organizations--I was a freshman in college... I did not learn about Jack and Jill, the Links, or Boule until I was out of college.
I did not know a Black teacher, lawyer, doctor, or engineer growing up. I barely knew anyone with a car, and I did not know anyone who owned the place in which they lived.
Sure we had the Black church growing up, and I went most Sundays growing up. But other than the singing I hated every minute of it. I could not wait to get outta there, change my clothes and go outside to play. So the church was not exactly and influence for me growing up, and my pastor was Rev. Dr. Wyatt Tee Walker
Compared to the kids coming up after me I had it pretty good...
...it got worse, as as drugs were introduced into the community, which brought violence and crime. Then they started locking people up like there was no tomorrow. Some of the younger kids from my neighborhood gained some notoriety, like the Central Park Five. They were more the rule than the exceptions. Of course this helped destroy the nuclear family in communities like mine. By the time I went to college most of the youngsters I knew, grew up without their fathers--if they knew them at all.
As far as hip-hop is concerned the art form itself is great, it was the commercialization of hip-hop if that destroyed it and, I firmly believe, helped weaken the black community as well.
I say all this Cynique to say there are many people who see women like the character Leslie plays every day (and as Pioneer suggests Leslie may indeed be one of them). Sure they see the Michelle Obama's of the world, but they are on TV and may as well be on Mars for as much influence they'll exert on the lives of most folks.
Saturday Night Live, Hip-hop music, and the culture as a whole reinforces the Leslie Jones archetype. Michelle is just an exception.
It is probably a lot worse out here than you might think...