“A white kid in college caught using dope in a frat house gets a slap on the wrist. A black kid in the projects doing the same thing might lose his entire future.”
And yet, as you say, Obama managed to hang with his choom gang and even do cocaine without being busted! I don’t know if this answers the author’s question, but that experience certainly appears to have made Obama feel entitled, i.e., that he could do no wrong and would be worshiped uncritically by those around him.