I think the two are in no way comparable.
Perhaps this sounds apologist, but I understand the "grinning", during what seems to be inapropriate times. I have that response too. I don't know exactly what it is, but I know I have it.
When we're fighting, or she's telling me bad news, it drives Mrs. Dual absolutely NUTS. It's not a "heh heh... I think this is FUNNY" grin, it's sort of a gimpy combination of a, "I want to make you feel better" sympathy-smile, and a pained grimace of "Oh, how horrible". And to some it just looks like a sarcastic uncaring smirk.
I rate the importance of what people DO first, what they SAY, second, and all else, is THIRD.
Honestly, I don't think the Obama Special Olympics quip is a big deal, other than to chuckle at PC threatening to eat one of it's own on the Left. It's something I might say. And when I'd say it, it would mean "I'm completely incompetent at XYZ, as a normal person with his full faculties I don't have an excuse, as opposed to people in the Special Olympics who work so hard to overcome their challenges." I assume that's what he meant too.
The man is destroying America in a thousand-and-one ways already, this does not even rate a blip.