I lend money privately and would never consider this as it is dependent on things out of my control (permits, neighbors, you being a good host, rental demand etc) I sell a ton of STR that are in actual resort communities and have great amenities and they are all  competing for the same guests, I can't imagine that there is a need/demand for this type of unit.

Do this in tandem with being disciplined in your spending habits so you can save up more money.

Gentrification of the West Loop & West Town is complete so the money is moving west- i.e.

If you are raising money you will need to register the exemption with the SEC, and it will depend on whether you are using accredited or non accredited investors. 

They have a convenient website where you can track your rentals and the money you are receiving from them.

What a list does and the ONLY thing a list does is  "from all the people you are targeting, IFFFFFF just IFFF they HAPPEN  to be COINCIDENTILY motivated, CHANCES are there is enough probability left you can make money...

This kind of doesn't make much sense since something under construction is not going to have cash flow - I'd check out hard money or "ground up construction" private lenders

You're going to work for this money, you can be sure of that. 

If I pay with cash it will take up most of my money that I have set aside to perform renovations on the property.

For the record, I get $1600/month for the property.If your market rents are lower than the actual rents, underwriting will use 110% of the market rent values to give you some "extra credit" for your DSCR. $1430 isn't $1600, but it's better than $1300.