He has won two. One in 2005 and one in 2008. Both are for a
spoken word album.
In 2005 it was for his book "Dreams From My Father"
In 2008 it was again for his book, this time it was "The
Audacity of Hope: Thoughts on Reclaiming the American Dream." also
it should be noted that he beat out both Jimmy Carter and Bill
Clinton to win this one.