Couric: But then he invited you somewhere. And your view of him changed dramatically. What was that? And what happened?Obama: Well, we were friends from the start, because I was his advisor. And my job was to welcome him to the firm. I took him out to lunch. And immediately I liked him because he didn't take himself too seriously but he was very bright, had a very interesting background, just a good guy to talk to. You know, you could laugh easily with him. So I was, like, this is a friend.
But then he asked me out on a date. And I thought, "Well, my advisee. Hmm, I don't think that looks right." But he invited me to go to one of the churches because he had been a community organizer and worked on the far South Side with a group of churches. And he took me to a training that he was doing. And there were mostly single parent mothers, mostly African Americans on the South Side.And he did a training talking about concept like the world as it is and the world as it should be and how the job of ordinary people in organizing, this is to try to narrow ... the gap between those two ideas. And to see him transform himself from the guy who was a summer associate in a law firm with a suit and then to come into this church basement with folks who were like me, who grew up like me, who were challenged and struggling in ways that I never would, and to be able to take off that suit and tie and become a whole 'nother person and connect with people in the same way he had connected with folks in that firm, you don't see someone who can make that transition and do it comfortably and feel comfortable in his own skin and to touch people's hearts in the way that he did, because people connected with his message. And I knew then and there there's something different about this guy. Because you see people who can live well in corporate America. They can wear that uniform well. They can't make the transition and vice versa. Barack lived comfortably in those two worlds.
And it was impressive. And his message was moving. I mean, it touched me.
It made me think differently about what am I doing with my life. And how am I adding to the notion of getting us to the world as it should be? Am I doing it in my law firm? You know? So he made me think in ways that I hadn't before.