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I was a bit disappointed that the AP didn’t include the PC’s representing their kingdom at the Outlaw Council. If they are rulers, then they should have an opportunity to meet and interact with their peers.
So, between books 3 and 4 I added their first visit to the Outlaw Council. This was a chance to confuse them a bit by having Castruccio be seemingly nice and helpful, if a bit scatter-brained. While Mayor Raston Selline of Mivon seemed to not respect the party and seemed overtly hostile to them. This set up book 5 a bit better because the party was less suspicious of Castruccio.
While attending, Ullorth Ungin of Tymon put out a call for military support to help protect his border (and the rest of the River Kingdoms) from encroaching Razmirians. This prompted the players to begin training armies after pledging to provide support.
I rounded it out with a devious assassination attempt by the poisoner’s guild (hired by Castruccio) as the party left the moot.