So, I hate to critique even mildly such a great idea, but I wanted to toss a few minor points in.
One of the things they tell you when writing or making movies is to never make a thing about what you're talking about. Yea, confusing I know.
What I'm trying to say is that the big scope questions should be emergent. If you look at someone and say 'what's the big picture about what's going on in the world' they will likely get blank page syndrome (too many choices, not enough frame to hang them on).
If you look at say the Fighter and say "Have you ever killed in service of someone? Say for money or honor?" that's a localized and intimately personal question. Since they'll probably say 'yes' then you can say "Did your side win?" indicating a conflict. Then ask what or who they were fighting, and whether the lordling they fought for still holds that land and what sort of relationship they have.
You then have a place, nobility/authority structure, antagonist, established history etc.
But the point I'm trying to make is that asking for an open-ended big picture (name someone opposing your goals) is very broad and loose. If you start small (personal) and build up, you get the same inferences and the same results, but it's easier to get folks to help you build.
What is it they say? It's difficult to fight for an ideal, because it's difficult to grasp the scope of it. Soldiers die for the brother fighting next to them.
Start with the brother, and look for the ideal. And always remember to ask someone who they have a bond with if folks get stuck (which is normal and happens).
I want to stress that I feel this is a FANTASTIC idea, just probably could use some tweaking and refinement on the exact questions. Not 100% sure if it's better to try and get some sort of universal list together, or just make a list of 50+ questions that folks select from for their specific groups. Maybe even some Race/Playbook specific subsets to add to the mix.
I really, really, really dig the 'beginning of session' question idea. As people play, they get ideas and assume things frequently. So using such questions to prompt memory, get people in the mood and excited about play, and foreshadow and expand on stuff is pretty great. Reminds me a bit of the Quarantine Playbook in Apocalypse World, but more group oriented. And that's pretty darn sweet.