I don't watch Community, and I've only seen some of his stand-up, so I don't have much of an opinion of Donald Glover himself. I respect his success, although I suspect it may come in part from his ability to be the "safe" black guy. I've never listened to his music either, but it strikes me as ironic rap, as in "Hey, this is so easy even I can do it!" I do have a problem with that. Rap doesn't have to be gangsta all the time, but it should be authentic, and his music strikes me as the opposite of that.
The problem is less about Donald Glover personally, and more about the "right" kind of black person that Holllywood keeps throwing at us. We can't blame Glover for being a non-threatening black guy, that's just who he is. Instead, we should look at the people who create the media, and why they continue to respond to their own stereotype of what a good black person is. Why did Leah Dunham choose Glover instead of Derek Luke? Or Dayo Okeniyi? Or Michael Clarke Duncan? It's not a coincidence that those last three actors are stereotyped into "angry and/or dangerous black guy" roles.
I'm not saying that we have to support Glover no matter what, and that we can't criticize black actors/producers in the media (believe me, I have NOTHING good to say about Tyler Perry). But we also shouldn't blame him for the way that white people respond to him, because that's more about their prejudices and assumptions.