Get ready to showcase your guild!
I'm not able to answer your questions since those are Design-related and the showcase is a Community thing. I'll mention your post to Blair, though.
That's not a problem at all. I remember that LoD did a montage like that in the past; it was really cool to see how long you guys have been together and all the worlds you've rekt.
Not yet. There's still a considerable amount of work to be done on the Guilds system.
No deadline for this. It's a new feature on the web