I only mention hitting me in PM's or FB so it doesn't spam the post honestly. 

If you're taking care of the aforementioned items and anything else that comes up, and all he has to do is put some money down, a 50/50 split is a great deal for him. 

I think you're stuck in a tricky spot with as @Chris Volkers mentioned you've got the nicest home in the area and there won't be many good legitimate comps.  

He did mention that there is no immediate issues near the house that would cause this (like erosion or similar issues) so it’s likely just the natural settling of the structure. if we had gone ahead with the leveling it would be around 18k. 

Part of this is developing a tight marketing funnel mentioned in the latest Bigger Pocket Pod cast with Paul Thompson. 

The investor also mentioned that they wouldn't make an offer until after they had the property under contract but that seemed backward to me.

I think (not positive) Brandon Turner mention in one of the podcasts that this is what he does and I am curious if this is common.

I will review my state rules again, I don't remember seeing a mention about discounting rent. 

Scott's book and some other online resources would be brought up so let me mention that I've already read all of those during the past 6 months of my education phase. 

I forgot to mention that the house that my mom is currently in, is a 2 family with the 2nd floor rented.