I see. Yeah, the Tim/Kate argument scene is a prerequisite to kicking off the Pool Party I believe. Got to work out the family issues and the special guest invite before the fun happens. With out that having played, I don't think the party will start for you just yet (also the Bad Nat path isn't implemented at all yet so it can't, obviously). The issue may be in the linking between the scenes, as I'm sure that Tim/Kate scene has requirements to kick off too.
I'm not sure about the B.R.A.S.S. related triggers and how they are impacting the opening of the scene. I'll have to ask Unshi, as of right not I'm not well positioned to help and process the code on it unfortunately. Cheers for letting us know, and if you make any other discoveries, let us know and all the better. We'll see what's up.
It should be unlocked right from the start. It was added in v0.18, so be sure you're playing at least that version or later, yeah?
Scout is a big part of the Good path, mostly her best ally I'm afraid to say. No getting rid of him there. Sounds like you might want the Corrupt path more... or if you don't mind some evil, kill the prisoner, skip the bank raid, and enjoy what happens to Scout there by the near end of the story. Sounds like that's more what you'd like, I get the impression.
That's a Mac console command, like how Win has the "Run" function, not a file to be found or something like that. ~R 777 is one of the things that'll set priority/security clearance... I believe is the case. I'll admit, I don't know well myself. We don't own a Mac and I've never seen one in person since my time in college, and that was one time, and a good while ago. I'm told by our most active Mac user that the instructions work though, let us know if they don't and what other issues you're having with launch. If we can't help, maybe some Mac users here can and well all be better for knowing.
Cheers, and hope help can be found.