Now, with a somewhat newer home that is up to code, the prescription is more about doing a remodel, but using rehab contractors, not remodeling contractors.

Am I taking crazy pills, or would lending on this Charleston house be crazy?

Yeah it was an expensive pill to swallow, but the thought of future damage cost was much worse...  

A side benefit to the Heloc,  whether you use it or not, is it poison pills or gives you asset protection on that property. 

You still need a prescription from a doctor. https://www.akc.org/expert-advice/lifestyle/everything-about-emotional-support-animals/

See this article by Indiana Attorney, Patrick Murphy, discussing recent Indiana cases of Adverse Possession.If the driveway is on your land, and she has no easement, then it could be possible that your neighbor developed a prescriptive easement right to use the driveway by her and her predecessors using it along with you and your predecessors for 20 years. 

That's why unwritten doctrines such as prescription, adverse possession, parole agreements, unrecorded land contracts, wills, etc exist.

@Nicholas GrooverHard bitter pill first.

There's a field people are mindlessly pilling money into with zero understanding because it's "trendy"; 90% of apps will unlikely ever see the light of any iPhone screen.

Evictions are going to cost you and you're going to have to hire people, you had better be clear about that in your brain before you start walking down that path, at least in my county.What I worry about is what I can't predict: cheating wife, sudden employment termination, huge gambling loss, drinking and pills binge leading to suicidal behavior.