Instead of worrying about their disability, your ONLY concern should be will they pay as promised, do they have enough income to meet your standards (I look for 3x the monthly rent).

Disposition isn't as big of a concern as I'm seeing alot of cash purchases above 1mil.Just my 2 cents

I just bought my first rental property, and it came with a pool that needs some repairs that could be fixed. I’ve heard there can be liability issues with having a pool at rental property, and that insurance companies...

And I understand negative cash flow concern, the 80% ltv may help a bit. 

He owns the properties outright, has them in one LLC, and is concerned about a hefty tax bill in the year of sale. 

My initial concern was that my land business needed something drastically different than what Left Main was actually built for, and my purchase was a bit of an impulse buy after a slick presentation by their sales team and owner. 

My concern is that there aren't a ton of outside reviews (i.e. those not on the PropertyOnion website), but I don't think the tool has been available for very long (or at least I haven't come across it until recently), so this would explain a lot. 

What questions and concerns do you have about investing in Fall 2024?

I have 10 SF and MF rentals in several areas, my concerns are with Cape Coral and Memphis.

Based on the amount he owes and the fact as William states, that he will be concerned about his record, this guy is a perfect candidate to take to small claims.