The doctor found out that I was going to visit those 10 to speak in person with the borrowers and try to decide on the best course of action.  

Put an enclosure around it, heat it when necessary and  call it an indoor pool.My next personal house is just going to have a smaller pool like one of these.

STRs that I could use for personal use (family vacations) once or twice a year.  

That person already had that money spent in their head even before the property is sold

Personally if it is a loser for 2 years, then it is a bad deal.

Downpayment was through personal savings from my 9 to 5 and remaining financing for purchase and rehab came from hard money lender (Easy Sreet Capital).

@Rhia MckissicMost states require a lease to identify the owner of a leased property, whether a person, trust, LLC, IRA, etc.Landlord = Lord of the Land = Owner per deedAgent = someone legally representing the ownerProperty Manager = Agent

You can find loads of online and in-person real estate events where you can meet many wholesalers!

But painting the exterior of a house for $500 is very reasonable, at least around here for any person of reasonable skill to paint a house.  

I personally specialize on the financing side of the house and help people get from where they are to where they want to be in regards to lending and financing these deals!