I am based in Virginia and licensing requirements here seem manageable.

Dennis' dad and I actually tripped over something similar back in Chandler.. we learned to tap into city planning websites and even call the permit offices directly to get a real sense of their backlogs.

I mean, this house is barely 1000 sq ft, and I have to buy 1 million dollar liability in order to get an commercial umbrella insurance? 

Thank you Andy. 

Drive to MIT walk in and ask to speak with the professor of computer science and ask which student is the best programmer and hire that student, you will also have more power to negotiate because students are broke and they will do anything to get money so you will save.3: I would implement a map where I can see all the properties in the area and I would have filters in place so I can see what I want from comps, to prices, etc I would STUDY my competitors and take everything they have and create an all in one app.

For owner managed properties like this we see expense ratios in the 35%+ range. 

Meeting a 20% down payment to avoid PMI seems manageable, although would take a big chunk of my liquid net worth, and I prefer this route over using an FHA loan.

For my POH park I have a hourly PT maintenance manager who keeps our rentals in shape. 

The #1 reason that Landlords fail, according to the American Apartment Owners' Association, is the landlord's failure to manage to the lease.  

I manage hundreds of rentals and have had thousands of tenants, but I've never been sued once.