Kanye is probably the most insecure person out there right now. He's crying about gay white fashion designers not embracing his ideas and he's trying too hard to placate to the white masses who will still hate his black ass no matter what. He's far from confident. He has major cognitive dissonance.
Can you really blame him, though?
He gets hate from all over! Hes viewed as a hypocrite from the black community, and is viewed as an arrogant whatever from the white community. Hes perplexed. He's not accepted anywhere, it seems.