Larger Parties, Garrisons! [Now with Drawings!]

I have this idea:

-Larger party option with more difficultly / scaled encounters for revisited play-throughs (after beating the game once).
-Garrison Management for settlements and fortified areas. (Think inventory and side quests but for the town's garrison).
Joe Bob the Fighter staring in: Garrison 'Management' Interface sketch that I made on the 2014 holidays (Post Christmas):

[Yes I know, Bad quality Image and messy writing.. (Notorious with Teachers)]

What do you think? (I have also created an [in-depth] algorithm for Garrison N.P.C. generation).