To summarize : which part is blocking you and what would you like ? :p
Honestly? I don't even know how to answer your question...

Nothing is actually blocking me yet... I wouldn't know where to begin!
That's how 'untechnical' I am!

I get your point, when you say that easier stuff implies less possibilities, but eventually (even if it's in three or five years), I believe this will have to come down to icons and buttons...
That is if you guys want it to have a wide social/political impact, and I'm sure you do!
I accept the idea that before getting there, you first have to explore all the abstract aspects at it's core... It's just I'm not qualified to make pertinent critiques!
But I'll try the FireFox thingy tonight!

As if the foxyproxy guy listened to you, he added the automatic configuration method (only visit a link :p) :
I think you are right on where we must go. This will need some brainstorming :p