I feel like a private lender might be so much easier to deal with but don't know where to start other than random googling. 

For random little houses just yourself or with spouse?

@Gerrit Bruni in addition to what everyone else said about terminating their lease and starting your own AirBnB, have you considered how the other 3 long term renters feel about new random people walking through their home every night?

Get comfortable for a few months at least with the down payment not in your pocket anymore and getting used to random expenses that may pop up with rentals.

Random Google search on DST also yields the 7 deadly sins of a DST 1031. 

Hi all, I recently became extremely interested in real estate investing after I happened to randomly strike up a conversation with one.

Louis area, which might be the most random set of career paths possible. 

Random question?

There is still is stuff like clogged toilets, random leaks, etc. that happen even outside of long term cap/ex items.

Your AI is going to randomly pick between 'yes' and 'no' based on your past history because, well, its sometimes yes, and sometimes no.This type of AI is not suited for this task, where the context matters.