I agree, the more likely psychology of the Greg character is that he doesn't understand the way he presents himself in the pictures damns his surface level framing. You can really go quite far with more sophisticated versions of this technique in fiction -- Ishiguro's Remains of the Day is my favorite example!

I agree. For me, it's much funnier when read as Greg not being aware of the issue.

It's the same idea as Dennis in It's Always Sunny in Philadelphia being oblivious that he's acting like a psychopath. Doesn't stop a lot of people from pushing a fan-theory that he is indeed a psycho and tries to hide it - which to me ruins the joke completely.