Week in captivity requires you to be in Julia's apartment for like a week straight
Looper needs three or four NG+ loops I think
True Fiona ending = her very long initial path. You need to play through her entire romance, then 'confess' your romance with the other 6 girls (you need to get to about mid-way through each of their paths) to Fiona, which then initiates her ending
And yes shield/police car are from Fiona revenge path.
(Note: I didn't expect people to actually grind/get all mementos! So it's not build for any sort of optimization!)