All towns automatically share a trade route. Distance is no factor. It's unrealistic, but just roll with it for me.

And yes, 'tis.

I imagine the whole 4 months a season would throw people off, and I do apologize for the confusion. Time be different in Lundland.

No, equipment upkeep doesn't need to be paid if its not in use. As in, you have a guy, and you can raise him, but you can also choose to not give him any equipment. This is good for training. Once you give that guy equipment, you pay upkeep. Nothing fancy 'bout it.

And no rush, take your time. You got all weekend, and then some.