[capableweb]

It's also possible for be interesting at one point in their life, and as the world around them changes together with their own mind changes, they fall into the category of not being interesting anymore. Or, similarly to many crazy world leaders, they can become "interesting" in the sense of how evil and crazy they sound when they talk about their ideas.

[syspec]

That's a good point, people can definitely become uninteresting. I'd say he's still interesting, but more guarded which is uninteresting... If that makes sense