Update: slight change of plans. After re-starting Skyrim from scratch 4 times to remove mods that didn't work and/or were outdated, I finally have a save to play through. Unfortunately, the effort has left me kind of worn out, so I need a bit of a breather to figure out my next steps.
So, it's back to my comfort zone. Veteran TW:WH players know what I'm talking about; there's always this one faction they keep going back to after dabbling in new DLCs and other factions. For some it's Karl Franz. For others it's Ikit Claw. Settra's also a popular choice. For me, it's the bolt throwers. Nothing like operating like the British Empire to everyone else's Mongol, except with American air power and ability to teleport armies across the map.
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