There is one other speculation which we might consider and that is the power of the group dynamic. Consider leftism, especially extreme leftism such as communism, to be cult and the adherence surrenders his individuality to the cult in return for acceptance. Compare it if you like to the phenomenon of the 1970s, EST, which in my judgment was also a cult and which required submission to the approved doctrine which in exchange gained the accolade acceptance and Commeraderie.
Some with special talents or connections rose to the rank of moderator whose egos were further sustained as they dominated the meetings and drew adulation from the manipulated souls. Substitute "community organizer" for EST moderator and you have Barack Obama.
Of course, even the leader or organizer is being played but he has no conflict so long as he stays true to the ideology. In the modern Democrat party one can be a sexual deviant such as Bill Clinton and remain in favor so long as he adheres to the ideology.
From this cultish experience comes enormous feeling of integration and wholeness for the individual who submits.
I suggest that if we add this to your understanding of Barack Obama, we have a pretty complete picture.
