great questions!!! this game was designed with various interpretations in mind, so I'm not going to fully answer every question, just provide some extra context.
1. I wouldn't necessarily say it has to be extra information. it absolutely can be extra, but this option could act as context to your 7+ option. More information doesn't always mean the information is helpful or good. An uncomfortable truth should be uncomfortable.
2. This isn't explained on purpose, do what feels right to you. I will say one thing though. Just because something is phrased as a fact doesn't mean you can't disagree with it.
3. This also isn't explained on purpose. Just know that there is always a price The Contrite has to pay.
4. Pillar Moves can be used in many contexts, they don't always have to be negative. If you want to use this move in a negative context, then maybe explore the ways an ally can make the conflict between Masks and Authorities even more complex.
5. Institutions, Social Constructs, Laws, Authorities.