Generating enough income from real estate investment activities ( as opposed to real estate business or job activities) to provide upper middle class to upper income lifestyle requires A LOT of capital.4.

Just financial freedom with a middle class income.

Stereotypically higher end properties have less evictions and low end has people leaving in the middle of the night.There are a ton of cities, in a ton of states, that will produce SIMILAR net returns on average. 

Does your middle name also start with a “K”?

Don't rent to family or friends without a professional property manager being in the middle.

That makes sense in light of normal wear and tear yet we too understand your running a business and have to keep track of all the paper clips.I have a lot of respect for trailer trash; hard working people for the most part that didn't get the same start in life as most middle class others.

Don't rent to family or friends without a professional property manager being in the middle.

In the middle is a 750 sq ft (!!!)

We look for a property that can be rented by middle to lower middle income individuals, ie for Dallas we try to target rents around or below 1,700-2,000.  

I'd rather have notice from them than discover they moved out in the middle of the night, in the middle of winter, with the utilities turned off.All that being said, it will be a tough fight for you to get this tenant to pay up.