The key thing with section 8 tenants is to treat the tenants like human beings, take care of your property, and charge tenants for damages when they get out of line. 

There is no kiosk or program that can replace what a human can do.

I know I can learn the "theory" for free on the internet, but the one-on-one coaching with an actual human when I'm running into real issues along the way is what I'm after.I'm noticing a lot of these "mentorship" businesses pop up (many led by Youtube gurus), and am concerned about signing up for something that focuses more on marketing/ new student acquisition/ standardized teaching than actually providing the specific, one-on-one coaching I'm after. 

I have been in Human Resources in the Banking industry for 13 years.

I’m trying to take these 2 years to learn as much as humanly possible, so this is definitely on my to do list!  

If he was a dealer, then I would be more concerned.Screening is a means of determining the level of risk.

Not a fault, just human nature.

S-Corp is normally not recommended to hold appreciating real estate.Now it depends on how your business is defined because it may potentially be considered a buy and hold investor or a dealer.If you are considered a dealer, you may benefit by having the s-corp.best of luck.

But we try and mix 'being human and compassionate' with 'not getting screwed' when dealing with tenants that are experiencing one off 'adverse life situations'.  

It is not a measure of whether or not humans can find shelter.