It's sounds like you've got the dripping whipped (except for the work part). Unfortunately, I don't see any way around the tin and foam coming off the overhangs to fix it. But, at least you don't have to pull the main roof
When you go to seal up that gap, I like to think of it like this: you should be able to go through a frog strangler with nothing but the moisture barrier, without a single leak. One seamless barrier, overlapping from top to bottom so water runs down all the way to the eves without being able to find a gap. One other thing... By running the moisture barrier top to bottom (and I completely understand working alone and why you had to do that), if the water hangs up anywhere and goes sideways, it can slip under the seams. If they are taped really really good, then you may be OK. But, the one thing water wont do is travel up-hill (usually), so having the overlaps top over bottom is always preferred. Also, moisture barrier to the warm side in winter on this style of roof.
If you do develop leaks, and have to pull the roof That would be a great time to double up the foam or add some high density. You could most likely do so without having to alter the tin with a little creativity. Up to 85% of the heat in a log cabin is lost through the roof, so insulation there makes a HUGE difference. Especially with open vaulted ceilings where the heat is all gathering way up where you're not. A ceiling fan or two (which I think I saw you purchased) to push the heat back down will really help.
As far as venting the roof... the tin is designed to do that. It looks to me like you installed it exactly like every other tin roof I've seen installed. I wouldn't jump through any hoops to try to make more air move through it. But, that's just me.
I am incredibly impressed with your work. Thank you for sharing it with us all!