At about 10 doors you'll be ready for the conventional investment loan of 20 to 30% down, and by that time cash flow should be significant enough that you can start using some of the passive income streams to fund a higher quality, less frugal lifestyle. 

I'll echo what Kyle McCaw says about the shortage of quality professional contractors in WF. 

You may have a 2% deal on paper to only learn later the tenant quality, neighborhood, maintenance, etc will kill your returns. 

What website or method do people use to find quality roommates nowadays?

See, as a patient quality of life is vital but being imprisoned to appts and treatments makes it hard to travel anywhere much unless to drs so I’m thinking if I theme each STR differently from decor down to even snacks etc I may stay booked a lot but mainly it’s my way of making a difference.

I'm looking for recommendations for quality and trusted roofers in the area.

The article was published by The Washington Post and it highlights three important investor qualities which I summarized as thick skin, strong stomach, and knowledge.  1.Thick Skin: Beginning a real estate investing career will come with some stress and challenges that include securing reputable general contractors.

I'm looking to purchase a property and want a reasonable price, but quality and trustworthiness is much more important.Thanks in advance for your help.

Your probably investing in a cheap low quality area....which also means your going to be dealing with equally low quality professionals. 

There are apartments that pay for it if they are in "lease-up" mode or looking to maintain high occupancy (either for a refinance or sale) but it will all depend on the quality of the prospects you bring and what you charge.Call a few apartments in your area and ask if they pay for placement to get a feel for it.