You do have a lot of leverage, and your comfort level is a personal decision for you based on your finances and ability to sleep at night. 

What you are talking about is a tiny home which addes even more levels of difficulty in getting approved.

My property manager uses AppFolio, which is fine for transaction level detail and a few dashboards.

My debt-to-income levels, by conventional banking standards, are good but not great.

That's next-level.

I don't know your experience level but if you don't have time you could play the numbers game and carpet bomb the whole neighborhood.

I haven’t heard the story of  the investor who rode the coat tails of a wholesaler to the same level of success but networking and building relationships with wholesalers seems to be prioritized over all others industry participants. 

This means the crime level shouldn't be high, the median income > $40K - $45K, and there should be enough homeowners in the neighborhood.What else I should care about?

To be clear, I believe real estate should be owned by an entity but there are other things that are far more critical to protecting yourself personally as well as your real estate assets such as appropriate levels of insurance, well drafted vendor agreements & collecting insurance certificates coupled with understanding how to correctly operate the entity in which you form.

See if any of them have the skills and are looking for a part-time job.