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I was looking through a list of Scottish arms on WappenWiki when I came across the Kingdom of the Isles, and found that it was divided into the Hebrides and Isle of Mann. I then sought some other sources to cross-reference and I found that the Isles did in fact control Mann for a significant period, though by the time of the game's start the Isles had lost its control over it. Therefore, I have concluded based on the little bit of research I have done that the Isles should have a core on Mann, with the island still remaining in English hands.

The Isles in the game is the 'Highlander' Lordship of the Isles under the MacDonalds rather than the 'Norse' Kingdom of the Isles led by the Crovan dynasty (who you can play as in CK2). The Lordship didn't have any claim to Man.

Another minor adjustment I would b would be to simplify the Isles' flag by replacing it with the following arms. The current flag is honestly pretty ugly and needlessly complex. The following arms are not only simpler, but far nicer in my humble opinion.

Unfortunately many historical flags, and especially coats of arms, are very ugly. Do you have a better source on that alternative flag that explains its history and application?