Maybe a mix of liberalesque guilt (inherited from dad), naivete, avarice and starry-eyed optimism.
It's just that he's showing up more places than Tourist Guy.
In the pictures I've seen of him, he doesn't look evil. He doesn't have a face filled with hate that most liberals have --- so I would guess either naive or mostly apolitical -- maybe a friendly enough guy who happened to be raised by America haters and possibly taken advantage of by America haters.