For someone playing so passively... it's definitely and so passive to be sneaking right into a mafia leaders den. Also, dude, you keep complaining about absolutely everything if it doesn't look to be going exactly the way you want. You have complained about multiple things at this point, trying to get people to bend to your will, and you keep making contradictory statements. I'm sorry but it's quite annoying. I've been trying to hold my tongue about it but you just did it again.
Complain. Complain. Complain. But your characters are doing exactly what you are complaining about that others are saying they might possibly do to you.
You never once said "Hey Sav, I am going to have someone sneak into your base. What does your skyscraper layout look like? How do you want this to go man? What is the outcome we both want to get to this," you just did it though you are demanding that you have a decision on outcomes because it's your characters and your territory. Hypocritical and childish.
And I don't care if this gets me in trouble with everyone else and upsets you. I am okay with those consequences.
Sylvia is on the street. Not in the tower. When/If the skirmish enters the tower I'm pulling her out of Nickel; sneaking into the tower would be a point of no return without question, especially given the circumstance. If she did go in I'd have her do so openly and align with Krish, partly because a rogue party throwing bombs around boads ill for everyone, and partly because it *might* make dealings with Asterion less complicated if she stepped in to help. If the latter is serviceable to you I can go that route. Otherwise I'm leaving that situation be and getting an NPC back to Yellow Brick while Glyde deals with things in Merryland.
Hailey has become of more interest to her at this point than her original goal, which was go in and get a feel for Asterion's intent. I was looking to get a valid reason for Glyde to know of Asterion's interest in 93rd street.
I have another NPC on a diplomatic venture to hopefully head off any future tensions with Iron Rose.
A third was sent to find insight into the Order, although that one getting brought back because someone has to let Glyde know that Merryland is about to get a lot less Merry.
In terms of seizing territory, if the situation were reversed, I'd be open to the idea of throwing an early-game battle. Failing to take a territory is less skin off my back than someone potentially losing ground. Seeing everyone fully realize their board is more interesting to me; it's more exciting that way.