I couldn't ever seem to plan or structure a deal where hard money made since to me.

But homes there seem underpriced. 

Seems like a daisy chain since I am direct to seller on these notes.

That is normal BTW, even though the internet is sometimes trying to tell you different.Success always seems quick, clean and easy from the outside.

However, it seems like STR-ing the basement on AirBnB might be a gray area as it is no different than renting out any other room within a house?

You seem well on the way to a successful brokerage career and still living at home with low or no bills is the way to start that scaleable but commission only life. 

In the beginning, it seemed like the stars had aligned in my favor.

I found it amusing how they put a photo of everyone who has ever worked for them on their website and 90% of them seem to be involved in fundraising and internet marketing activities around 10% in real estate. 

Sometimes it's hard to figure out exactly why someone who seemed interested suddenly goes silent.

Last but not least, my business partner Chris just mentioned to me this website which it seems to be pretty accurate in terms of market rent. https://www.rentometer.com