That one’s actually amusing in a subtle way. All eyes are on Andrew Jackson, of all people. If there’s one Democrat that Democrats hate, it’s him. Running a close second would be Lyndon Johnson, and look who’s gazing raptly at him with big goofy grins.
And Jackson's eyes are on only Obama as Obama smiles back smugly. I don't know if that reveals the artist's laughable ignorance of history or veiled acknowledgment of it... given Jackson's record on Negro slavery and dueling at the drop of a hat.