After watching the entire video, what jumps out at me is that the NAACP lives in the past. They are having a hard time time letting go and are becoming more and more irrelevant.
My take is that Obama knows that the NAACP is a racist group.
When he heard that the comments by Sherrod were made at a meeting of the NAACP he immediately made the assumption that if the comments were made at a NAACP event that her statements were probably racist.