Another issue, I had initially conquered the Imp Isle in the wrong order, so I placed an Ayleid as an independent mayor while I waited for the Bosmer to take my last Valenwood county. (I did this so my capital would revert to the coastal/tribal county in Blackmarsh without using my 'one free capital move', since I was not sure if it counted against moving to the dejure capital once I created the Imp Isle Dutchy)
While I waited for this to unfold, the mayor founded the dutchy, became a Merchant Republic, and started conquering cities left and right. Eventually the Magi launched an inquisition and all of Cyridil joined in. I jumped in too late to try and save them. By the time my fleet got there the war was over, so I said F it and just declared war on the Magi, quickly took the now Bishopry of Imp Isle, (I love how the name changes to White Gold when ever and Ayleid/Mer? rules in the isle btw, nice touch). I swallowed the infamy and evicted the mayor of the Imp City, made it the county capital, then my new capital, and usurped the Dutchy from the previous Ayleid Doge. Problem is it demoted him and made his family one of the five families while creating 4 new merchant families. He was not my vassal before I usurped the title, I did not forsee this happening.
Now, with his 2k+ prestiege, I need at least 3K in campaign funds to get my Heir elected, and with hiring mercs to fight off the incessant Heartlander revolts, funds are in short supply. I have resolved to killing the bastard. I made him Marshal and based him in the isle for easy access, but the max plot power, even with befriending everyone (befriending is BS btw, please nurf or remove) is only at 80ish%
While I was operating out of the county in Blackmarsh, I quickly realized why Elk suggested a Skyrim tribal holding, apparently non-Argonians constantly fall ill in Blackmarsh. I am wondering, If I make him a diplomat, send him deep into the swamps, would that be an effective way to get rid of unwanted opposition? I don't want to try for my self first as this is an Ironman game.