There are only a hand-full of people who would even be willing to take on a job/responsibility like that.

I would honestly call three HVAC people to come take a look at it and give you some answers along with pricing.

I've done this with my properties because I'm well known in my small town and don't want people to know what I own.LEGAL PROTECTION: By placing your assets in an LLC, you are legally separating them from your personal assets.

I just wanted to hear people's thoughts on whether to look for a house hack opportunity or to keep renting and look for a rental property deal.

In one of our companies, we have a board comprised of people with different expertise.

Your point about people from finance and veggies really cracked me up!!

I think about how purchases affect my personal goals, our tenants, and people I buy gifts for. 

Maybe they are good people and want to pay for the damages and remove the remaining tree?

The way that things like this are typically handled is that if a lawsuit were to happen, since both people have been behaving under the assumption of a lease (the landlord renting their space and the tenant paying rent), they would probably treat it as if there was a standard month to month lease agreement.  

Amazing how many people want to house hack and then find out the should have roommates and the idea of being an investor ends.