Insight OP ,

Would your recommendation change if I am trying to change it into more of an office/work space. I own a small business and I hope to use the barn/shed as the main work area, it will have things like a laser engraver, computer, various materials used to engrave etc.

I am not doubting your recommendation or anything like that, I am just trying to get a full understanding of the situation and possible consequences or possible cheaper fixes. For example, would something like taking the sheetrock down (see what is behind it) and possibly add some vapor barriers with a thin airgap between the roof and the conditioned space. I guess similar to firring strips?

I guess I was hoping there might be a cheaper alternative to replacing the roof but would still reduce the risk of rot or condensation inside. I guess I could potentially seal up loft making it an unconditioned space and only accessible from the external door in the gable (which is visible in one of the pics) as a fall back if it really concerns me.

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