[quote=@Shorticus]
So, a few more questions come to mind. Since you like 'em, I'll post 'em.

1. Can your company office be attacked by NPCs? By players? Would you rather that not be an issue?
2. Can a company procure temporary Boons purposely? Example: donating to a temple before going to fight undead, asking a friendly faction for help against an enemy. Would these Boons be listed, or would that be something someone would need to ask you about when attempting to get a Boon?
3. Will player actions shape the world? Could they potentially destroy cities or see the creation of new ones?
4. Can players earn more permanent favors from their benefactors, such as being knighted by King Arthur of Camelot or whatever? And given land? (An Office without upkeep?)
5. Will some specialists be combat units? Example: war dogs, magical creatures?
EDIT: Something just came to mind. I have an idea for a Warrior feat.
Polearm Training - You can strike an opponent with a single tile's distance between you, and you strike first in melee combat.
[/quote]

1. Nah. But the Thief & Assassin Specialists can steal gold/reduce HP respectively. 
2. Don't know yet. 
3. Yes. Founding cities however is not something I'm really into. This is a much smaller scale than I think your imagining. 
4. Contemplating Office/Company upgrades. (Maybe dabble in trade or industry?)
5. Specialists will be exclusively non-combatants for now. 
6(EDIT): Considered.