Hey Shawn:
Glad to know we're providing some insights. And glad to hear we haven't scared you off!
I also like having this space to share ideas. It's interesting to explore what's happening w/ these old structures as the decades and centuries go by. Reports like yours help broaden everyone's knowledge base. In this way, the Forum can enlist a growing number of "scouts" that can be drawn upon for historic / regional TF discussions before more of these buildings are lost to disrepair and the real estate cycle.
In your case, I think Tim's roofing suggestions are good elements to consider. If only owning a barn (re-roofing) wasn't so expensive they'd all be fairing better...
Looking forward to seeing more of these barns.
And don't take any of our advice too seriously, OK?!