They won't do business with someone unless they have done similar business before. 

Get with a good agent who understands short term rentals because the more of these you do then you can scale the insurance under a Business Owner Provider Policy (BOP) and then you don't end up with a dozen individual policies out there for each property that cost you a fortune.

Which will bring plenty of other investors and general business to the area.

I have been busy with out of state investors but also housing developers and supply companies coming into the area.

https://www.biggerpockets.com/business/finder/property-manag...

Do not be scared to politely but firmly renegotiate with these established guests to terms that fit your business plan: raise price to where you cover expenses and require that they either rent from Dec 1 or from Jan 2.

I am a licensed MLO in Louisiana and would like to learn everything about the entire business. 

That cash could spread out over 3-4 new rental properties with a 15% down model and homes around $200K.

I have put together a "packet" for the appraisers before when they come on-site that shares details about the property (rents, square footage, etc..) and I also share a few "target properties" (aka comps) that I modeled after as a "suggestion" to them.

It is always recommended to do it using LLC but not all types you will qualify if you don't have business with the lender or you don't have experience.Feel free to reach out and we can setup a call, I am working with multiple clients that are doing similar things in DFW.