Because we have high taxes, lots of regulations, we’re one of the most pro-tenant states, and the resultant business climate is terrible.

But we're open to keeping them for now, especially in this climate (still gathering all info on tenants) Info on us: We both have comfortable day jobs, and would have emergency reserves after purchase of this property (i.e. this property won't need to feed us).

But we're open to keeping them for now, especially in this climate (still gathering all info on tenants)

Although the climate is dry paint and wood can create dry rot and upkeep as you stated is a pain.

However, in this climate, banks are more cautious as the default rate is increasing due to the current status of the economy; the chances of them calling a loan due may very well be higher right now.One way to avoid this is to utilize a land trust - it's considered to be an advanced estate planning tool and circumnavigates the due on sale clause when moving a property in and out of an LLC.

I understand the current climate and physical meet ups might not happen for a while but also open to virtual.  

I don't want to be considered heartless given the current climate, especially when my tenants are still paying rent on time (except for one of them).

East tn in general has lots to offer investors, Great tax climate, job growth, balanced budget state.

In this climate especially you want to know what your expectations are.

3)  Are there any extraordinary challenges to install a skylight during the winter time in a northern climate?