The new girlfriend Obama had brought with him to Hawaii the previous Christmas was different from Ann. ... Her father, Fraser Robinson III, a descendant of slaves, had been employed as a maintenance worker, later a foreman in a city water-filtration plant; her mother, Marian, had stayed at home with Michelle and her brother when they were young. The family was hardworking, churchgoing, and close-knit. As an undergraduate at Princeton and as a law student at Harvard, Michelle Robinson had been active in black student organizations. She moved systematically through life, making sensible, carefully considered decisions, each building to the next. "I would say Michelle is much more like our grandmother, [Obama's half sister] Maya told me. "And I would say that my mother and my grandmother really were also opposites." After the Christmas visit, Ann reported back to Surakusuma. "She is intelligent, very tall (6'1"), not beautiful but quite attractive," Ann wrote of Robinson. "She did her BA at Princeton and her law degree at Harvard, But she has spent most of her life in Chicago." Ann, who prided herself on raising her children to have a global perspective, described Robinson as "a little provincial and not as international as Barry." But Ann liked her. "She is nice, though," she said. If Robinson and Obama were to marry after he graduated from law school, Ann told Suryakusuma, she would not be unhappy.
By potential mother-in-law standards, "not ... unhappy" is pretty high praise.
There's so much good will in modern America toward respectable black people like Michelle and Craig Robinson that it winds up sometimes embarrassing one of them by pushing her forward until she finally crashes and burns upon contact with something objective, publicly confirming her deepest worries about herself. It's not surprising that she vaguely resents the many favors white people have done her. As Ben Franklin pointed out, doing favors for people just makes them resent you. (Have them do you a favor instead.)