I have tabled the 'rebellion manager' idea until speaking with the group tomorrow. I thought I would just ask the group how much they want to be involved in day to day rebellion details.
I do have another question...
I am into the second book and find myself wondering why teiflings are reviled in a world where devils are revered. I am considering switching teifling references to halflings. Halfings are already associated with slavery within the Chelaxian society. They seem to be gypsy-like in that they don't have a central power structure and individually they are physically unimposing.
I even think teiflings should be a bit higher in stature, at least with regard to the Asmodeon church. I know Devils hate some other beings from the lower planes (like Demons). I just think the visual nature of a teifling heritage could be a twisted into a political/social boon.